science and technology

Photocatalytic arylation/alkylation of olefins/alkynes via halogen-atom transfer mediated by NHC-BH3

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01562B, Research Article
Xinhan Li, Yao Zhong, Fengsong Tan, Yusong Fei, Xiaohan Zhao, Jianbin Xu, Baomin Fan
A versatile method for radical reductive cross-coupling of iodides and activated olefins under mild conditions, facilitated by NHC-BH3 through photocatalysis, was developed.
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science and technology

Stereoselective access to furan-fused [5.5.0] bicyclic heterocycles enabled by gold-catalyzed asymmetric [8 + 4] cycloaddition

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01841A, Research Article
Xunhua Wang, Jianhua Wang, Xiaoxun Li
A gold-catalyzed asymmetric [8 + 4] cycloaddition was developed to afford highly functionalized furan/pyrrole-fused [5.5.0] polycyclic heterocycles with good diastereo- and enantioselectivity.
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science and technology

Photoinduced cobaloxime catalysis for allylic mono- and diphosphinylation of alkenes with hydrogen evolution

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01638F, Research Article
Aijun Zhang, Miao-Miao Li, Lei Guo, Huaixiang Yang, Jiefei Guo, Da Xu, Wei Ding
A highly efficient allylic radical mono- and diphosphinylation of alkenes with secondary phosphine oxides is developed, via visible-light-induced cobaloxime catalysis.
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science and technology

The reactivity of alkenyl boron reagents in catalytic reactions: recent advances and perspectives

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01703J, Review Article
Ya-Li Feng, Bo-Wen Zhang, Youzhi Xu, Shengnan Jin, Daniele Mazzarella, Zhong-Yan Cao
Recent advances focusing on novel reactivity of alkenyl boron reagents in polar or radical pathways within catalytic reactions by employing transition metal catalysis, organocatalysis have been summarized and discussed.
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science and technology

Impact of boron desymmetrization on supramolecular polymerization of BODIPY dyes

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO01848F, Research Article
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Tobias B. Tischer, Zulema Fernandez, Lorenz Borsdorf, Constantin Daniliuc, Shigehiro Yamaguchi, Soichiro Ogi, Gustavo Fernandez
Supramolecular polymers are often investigated for highly symmetric and planar molecules, such as typically explored BF2-substituted BODIPY dyes . However, it is surprising that the possibility of desymmetrizing the sp3...
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science and technology

Visible-light mediated selective phosphonylation modification of tryptophan residues in oligopeptides

Org. Chem. Front., 2024, 11,6287-6292
DOI: 10.1039/D4QO01028K, Research Article
Wenfang Xiong, Junye He, Jinyao Liu, Peiru Chen, Shiqi Xu, Yipeng Liu, Shiting Chen, Yuanyuan You, Zhenyu Chen, Jinwu Zhao
A direct C2-H phosphonylation strategy driven by visible light for specific modification of tryptophan-containing peptides has been reported, providing a plethora of phosphorylated tryptophan-containing peptides
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science and technology

Towards the total synthesis of mandelalide B: construction of the tetrahydrofuran/α-hydroxyl lactone fragment

Org. Chem. Front., 2024, 11,6353-6357
DOI: 10.1039/D4QO01433B, Research Article
Jia-Lei Yan, Jie Yu, Yingying Cheng, Mingze Yang, Zhengshuang Xu, Tao Ye
A stereocontrolled synthesis of the tetrahydrofuran/α-hydroxy lactone fragment of mandelalide B has been accomplished. The synthesis features a Horner-Wadsworth-Emmons fragment assembly strategy and a highly stereospecific iodine-induced cyclization.
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science and technology

Total synthesis of spiro Ganoderma meroterpenoids spiroapplanatumines B, D, F, and H

Org. Chem. Front., 2024, 11,6333-6339
DOI: 10.1039/D4QO01147C, Research Article
Jia-Hao Zhang, Wen-Cai Luo, Wen-Tao Chen, Yu-Tao He, Ya-Jian Hu
The first total synthesis of spiroapplanatumines B, D, F, and H as well as the possibly undiscovered natural product spiroapplanatumine R has been achieved.
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science and technology

Pd-catalyzed S-glycosylation of cysteine-containing peptides at room temperature

Org. Chem. Front., 2024, 11,6347-6352
DOI: 10.1039/D4QO01389A, Research Article
Linhua Shen, Franck Le Bideau, Gong Chen, Samir Messaoudi
This study reports the synthesis of thioglycopeptides via a Pd-catalyzed coupling of cysteine-containing peptides with iodoglycals. A variety of cysteine-containing peptides and other thiol nucleophiles including thiosugars and thiophenols were used.
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science and technology

Visible-light excited copper activating unactivated alkyl iodides for radical addition/cyclization to access oxindole derivatives

Org. Chem. Front., 2024, 11,6380-6384
DOI: 10.1039/D4QO01329H, Research Article
Hang Luo, Fangnian Yu, Luqing Lin
The photocopper catalyst facilitates halogen atom transfer to give unactivated alkyl radicals, which is critical for achieving radical cyclization in the absence of an exogenous photocatalyst.
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science and technology

Iridium/palladium dual photocatalysis for oxidative decarboxylative esterification of alcohols using α-keto acids

Org. Chem. Front., 2024, 11,6367-6379
DOI: 10.1039/D4QO01452A, Research Article
Subal Mondal, Soumya Mondal, Debabrata Halder, Siba P. Midya, Ankan Paul, Pradyut Ghosh
Herein, we report an unprecedented oxidative decarboxylative C–O cross-coupling reaction for the esterification of feedstock α-keto carboxylic acids and alcohols under mild conditions.
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science and technology

Transition-metal-catalyzed regiodivergent sulfonylation of aziridrines for the synthesis of β-amino sulfones

Org. Chem. Front., 2024, 11,6340-6346
DOI: 10.1039/D4QO01376J, Research Article
Qinqiong Zeng, Yujia Gong, Xiaochun He, Xuemei Zhang, Zhong Lian
We developed the first transition-metal-catalyzed, regiodivergent sulfonylation of aziridines, enabling the efficient synthesis of diverse β-amino sulfones under mild conditions with broad substrate compatibility and high regioselectivity.
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science and technology

Structure determination of difficult-to-crystallize organic molecules by co-crystallization of a phosphorylated macrocycle

Org. Chem. Front., 2024, 11,6358-6366
DOI: 10.1039/D4QO01498G, Research Article
Heng Li, Zhijin Li, Juli Jiang, Chen Lin, Leyong Wang
This work reported that 37 different difficult-to-crystallize guest molecules were co-crystallized with the host macrocycle F[3]A1-[P(O)Ph]3 at room temperature, and the molecular structures of the guests could be determined by SCXRD.
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science and technology

Phosphine-controlled divergent reactions of MBH-carbonates with azaheptafulvenes: access to o-anilinyl diene and benzazepine derivatives

Org. Chem. Front., 2024, 11,6418-6425
DOI: 10.1039/D4QO01298D, Research Article
Wei Hao, Yiwen Zhang, Xiao Han, Zhen Wang, Weijun Yao
A phosphine controlled divergent cascade reaction of MBH-carbonates with azaheptafulvenes was disclosed. PPh3 provided o-aminophenyl diene while PCy3 offered benzazepine derivative through formal [8 + 3] annulation/ring contraction cascade.
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science and technology

A cucurbit[8]uril-mediated host–guest complex for red-light photocatalysis

Org. Chem. Front., 2024, 11,6327-6332
DOI: 10.1039/D4QO01492H, Research Article
Weiquan Xu, Yinghao Du, He Ma, Xingchen Tang, Jiang-Fei Xu, Xi Zhang
Two-step host–guest complexation can occur between an elongated dye and CB[8], leading to the formation of CB[8]@2TPP and 3CB[8]@2TPP sequentially. Of these species, 3CB[8]@2TPP in particular can act as an efficient red-light photocatalyst.
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science and technology

18F-labelling of nitrogen-containing aryl boronates – anti-cancer drug melflufen as a case study

Org. Chem. Front., 2024, 11,6411-6417
DOI: 10.1039/D4QO01594K, Research Article
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Kevin Bajerke, Fredrik Lehmann, Gunnar Antoni, Kálmán J. Szabó
This study addresses the 18F-labelling of nitrogen-containing arenes via copper-mediated radiofluorination (CMRF). In this case study, derivatives/fragments of the anti-cancer drug melflufen were targeted.
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science and technology

Chiral synthetic unprecedented spiro[indoline-2,3'-thiophen]-3-ones via an organocatalytic asymmetric sulfa-Michael/aldol cascade reaction

Org. Chem. Front., 2024, 11,6426-6436
DOI: 10.1039/D4QO01551G, Research Article
Mao Zhang, Xing-Hai Fei, Gui-Ping Yang, Cheng Lin, Wen-Jie Li, Ming-Liang Rao, Meng Zhou, Chong Zhao, Bin He, Yong-Long Zhao
A cinchona-derived squaramide-catalyzed asymmetric sulfa-Michael/aldol cascade reaction of 2-ylideneoxindoles with 1,4-dithiane-2,5-diol was developed to realize the chiral synthesis of spiro[indoline-2,3'-thiophen]-3-ones.
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science and technology

Visible light-induced aerobic photooxidative cleavage of C(sp3)–C(sp2) σ-bonds of allylarenes

Org. Chem. Front., 2024, 11,6385-6392
DOI: 10.1039/D4QO01243G, Research Article
Jinyu Tang, Xi Zhao, Jinxuan Ni, Yanping Huo, Yang Gao, Xianwei Li, Yan Liu, Keiji Maruoka, Qian Chen
A cleavage of C(sp3)–C(sp2) σ-bonds of allylarenes to aromatic aldehydes and ketones has been achieved via a visible light-induced photocatalysis.
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science and technology

Asymmetric synthesis of (aza)flavanones by the evolution of CarOx ligands

Org. Chem. Front., 2024, 11,6444-6449
DOI: 10.1039/D4QO01345J, Research Article
Juan Yang, Wenlong Kong, Mingxin Chang, Jixing Lai, Shengkun Li
Amino-pyridine-oxazoline (NHPyOx) is conceived as an unprecedented model via the core-emulating optimization of CarOx ligands.
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science and technology

Well-defined chiral dinuclear copper-catalyzed tandem asymmetric propargylic amination–carboxylative cyclization sequence toward chiral 2-oxazolidinone derivatives

Org. Chem. Front., 2024, 11,6319-6326
DOI: 10.1039/D4QO01368A, Research Article
Yu Lan, Peng Liu, Zekai Fang, Lili Shao, Qilong Cai, Xiaoming Wang
A variety of chiral 2-oxazolidinones was obtained via a dinuclear copper-catalyzed asymmetric propargylic amination–carboxylative cyclization sequence of propargylic esters with alkyl amine hydrochlorides and CO2.
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science and technology

Theoretical insights into Pd-catalyzed dual γ-1,1-C(sp3)–H activation of aliphatic carboxylic acids: mechanistic pathways, substituent influence on product selectivity, diastereoselectivity, and additive effects

Org. Chem. Front., 2024, 11,6393-6410
DOI: 10.1039/D4QO01451K, Research Article
Jiaoyang Liu, Li-juan Huang, Zeang Sun, Juan Li
DFT calculations were employed to explore the detailed reaction mechanism and the origins of the experimentally observed product, regio-, and diastereoselectivities in the Pd-catalyzed dual-γ-1,1-C(sp3)–H activation of aliphatic carboxylic acids.
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science and technology

A pillar[5]arene-based three-component supramolecular copolymer for the fluorescence detection of spermine

Org. Chem. Front., 2024, 11,6293-6303
DOI: 10.1039/D4QO01470G, Research Article
Open Access
Martina Mazzaferro, Daniele Crisafulli, Francesca Mancuso, Marco Milone, Fausto Puntoriero, Anna Irto, Salvatore Patanè, Valentina Greco, Alessandro Giuffrida, Ilenia Pisagatti, Anna Notti, Melchiorre F. Parisi, Giuseppe Gattuso
A supramolecular copolymer, composed of a bis-pillar[5]arene diacid and complementary alkylidene- and perylene-bisimide-bis-imidazole comonomers, acts as an OFF/ON luminescent sensor for spermine.
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science and technology

Design, synthesis and application of bipyridine-N,N'-dioxide catalysts in asymmetric synthesis of chiral cyclopropanes

Org. Chem. Front., 2024, 11,6470-6476
DOI: 10.1039/D4QO01532K, Research Article
Xiaoying Cao, Xue Tian, Minmin Liu, Shi-Wu Li
A novel type of highly efficient chiral C2-symmetric bipyridine-N,N'-dioxide ligands was prepared and successfully applied in the synthesis of optically pure 1,2,3-trisubstituted cyclopropanes.
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science and technology

A general method for E-selective olefination of acylsilanes with isocyanides via silver catalysis

Org. Chem. Front., 2024, 11,6450-6458
DOI: 10.1039/D4QO01528B, Research Article
Xiu-Xia Liang, Dan-Ni Yang, Xiao-Hui Yan, Peng Wang, Man-Yi Han
A silver-catalyzed olefination reaction between acylsilanes and isocyanides is developed, resulting in E-vinylsilanes with good yields and high stereoselectivities.
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science and technology

Visible-light-promoted catalytic epoxidation of alkenes under metal-free conditions

Org. Chem. Front., 2024, 11,6437-6443
DOI: 10.1039/D4QO01265H, Research Article
Dabao Tan, Xiaoyan Cai, Lele Zhang, Boyu Liu, Jianbin Zeng, Feiming Li, Zhixiong Cai, Mingqiang Huang, Xiaoping Chen, Shunyou Cai
In this work, we report a method for the synthesis of functionalized epoxy analogues using the synergistic interaction of 4CzIPN and oxygen under visible light stimulation.
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science and technology

Nickel-catalysed enantioselective cross-electrophile coupling reaction with the retention of the β-fluorine atom

Org. Chem. Front., 2024, 11,6459-6469
DOI: 10.1039/D4QO01555J, Research Article
Xin-Yi Shi, Xueyuan Yan, Xiaodong Tang, Shi-Jing Zhai, Genping Huang, Jun-An Ma, Fa-Guang Zhang
A nickel-catalysed enantioselective reductive cross-coupling reaction of a new monofluoromethyl building block with acid chlorides is developed to give chiral α-monofluoromethyl acyloin derivatives.
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science and technology

Activation of donor–acceptor cyclopropanes under basic conditions: ring opening of 2-(p-siloxyaryl)cyclopropane 1,1-dicarboxylates with nitro compounds and other C-nucleophiles

Org. Chem. Front., 2024, 11,6483-6494
DOI: 10.1039/D4QO01472C, Research Article
Yulia A. Antonova, Andrey A. Tabolin
A new activation mode for donor–acceptor cyclopropanes was proposed and implemented in their reaction with nitro compounds and other common C-nucleophiles.
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science and technology

Electrochemical approach for upgrading the pollutant CS2: three-component N–H thiocarbamylation of sulfoximines

Org. Chem. Front., 2024, 11,6477-6482
DOI: 10.1039/D4QO01310G, Research Article
Peng Qian, Wenjing Xiong, Qian Meng, Jinxiu Liu, Xiyuan Li, Liangquan Sheng
We report an electrochemical approach for upgrading the pollutant CS2via the thiocarbamylation of sulfoximines, in which CS2 and amines are incorporated as a readily available source of dithiocarbamate.
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science and technology

Carbonate-assisted selectively deoxygenative cross-coupling reaction between aryl and aliphatic aldehydes: a straightforward route to access α-alkylated aryl ketones

Org. Chem. Front., 2024, 11,6510-6517
DOI: 10.1039/D4QO01517G, Research Article
Yu Sun, Yi Wang, Zhijun Zuo
A novel reductive cross-coupling reaction of two different aldehydes for rapidly assembling α-alkylated aryl ketones has been developed. The inexpensive carbonate served not only as a base but also as an efficient electron donor.
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science and technology

Anomalous magnetic behaviour induced by a structural phase transition with anisotropic thermal expansion in a spirodiradical

Org. Chem. Front., 2024, 11,6495-6502
DOI: 10.1039/D4QO01098A, Research Article
Open Access
Takuya Kanetomo, Daigo Matsunaga, Shinichi Ogawa, Masaya Enomoto
A Ge-centred spirodiradical exhibited anomalous magnetic behaviour, influenced by two key structural factors: negative thermal expansion and a structural phase transition.
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science and technology

Sulfenylation of bioactive maleimides, acrylates and cyclohexenones under ambient organophotocatalysis

Org. Chem. Front., 2024, 11,6503-6509
DOI: 10.1039/D4QO01342E, Research Article
Debanjana Bag, Rajjakfur Rahaman, Anindya S. Manna, Subhasis Pal, Rajesh Nandi, Shobhon Aich, Narendra Nath Ghosh, Dilip K. Maiti
A novel visible light-induced sulfenylation of biologically important maleimides, acrylates and cyclohexenones has been developed using cheap and easily available organophotoredox catalyst Eosin Y with thiols under ambient conditions.
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science and technology

Cobalt-catalyzed enantioselective reductive addition of ketimine with cyclopropyl chloride to construct chiral amino esters bearing cyclopropyl fragments

Org. Chem. Front., 2024, 11,6311-6318
DOI: 10.1039/D4QO01474J, Research Article
Jiangtao Hu, Tingting Xia, Xianqing Wu, Hongrui Feng, Jingping Qu, Yifeng Chen
Co-catalyzed asymmetric reductive addition of ketimine with cyclopropyl chloride has been realized to access diverse chiral amino esters bearing cyclopropyl fragments with broad functional group tolerance and excellent enantioselectivities.
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science and technology

Transition-metal-catalyzed C–Ge coupling reactions

Org. Chem. Front., 2024, 11,6558-6572
DOI: 10.1039/D4QO01637H, Review Article
Jie Ke, Cadmus Du Chen, Li-Qing Ren, Bing Zu, Bin Li, Chuan He
This review covers the development and recent progress in transition-metal-catalyzed C–Ge coupling reactions. The goal is to provide a clear overview of the field, identify current challenges, and inspire further applications in this growing area.
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science and technology

Recent developments in the ring-opening transformations of gem-difluorocyclopropanes

Org. Chem. Front., 2024, 11,6518-6533
DOI: 10.1039/D4QO01583E, Review Article
Leiyang Lv, Junqi Su, Zhiping Li
This review summarizes the advances of gem-F2CPs as fluoroallylic synthons in transition metal-catalysed ring-opening/cross-coupling reactions via single, double or no C-F bond cleavage on the last two years.
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science and technology

Shining light on sulfonium salts and sulfur ylides: recent advances in alkylation under photoredox catalysis

Org. Chem. Front., 2024, 11,6573-6588
DOI: 10.1039/D4QO01644K, Review Article
Zhe Jin, Tingwei Yu, Hui Wang, Penghao Jia, You Huang
Recent advancements in photoredox alkylation with sulfur ylides, sulfonium salts and related analogues are summarized in this review.
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science and technology

Dendron-mediated control over self-assembly of chlorophyll rosettes into columnar vs. discrete aggregates

Org. Chem. Front., 2024, 11,6304-6310
DOI: 10.1039/D4QO01629G, Research Article
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Ryo Kudo, Hiroki Hanayama, Balaraman Vedhanarayanan, Hitoshi Tamiaki, Nobuyuki Hara, Sarah E. Rogers, Martin J. Hollamby, Biplab Manna, Koji Harano, Shiki Yagai
By controlling the π-π stacking of chlorophyll supramolecular rosettes through steric hindrance of alkyl dendrons, it become possible to create chlorophyll tubes and discrete rings that resemble to natural chlorophyll assemblies.
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science and technology

Recent advances in asymmetric synthesis of chiral benzoheterocycles via Earth-abundant metal catalysis

Org. Chem. Front., 2024, 11,6534-6557
DOI: 10.1039/D4QO01686F, Review Article
Jinhui Cai, Wenting Zhang, Usman Muhammad, Weishuang Li, Yanjun Xie
This review mainly focus on the assembly of chiral benzoheterocycles, such as dihydrobenzofurans, chromans, indolines, tetrahydroquinolines, etc., via Earth-abundant metal-catalyzed (Cu, Fe, Ni, and Ti) asymmetric synthesis in the last few decades.
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science and technology

LiTMP-LiBr complex-induced lateral lithiation and cross ester condensation: direct access to isocoumarins from 2-methoxy o-toluate esters

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01678E, Research Article
Open Access
Mintu Rehman, Sajib Daimary, Rasajna Madhusudhana, Rajendar Goreti
LiTMP-LiBr complex promotes cross-ester coupling of 2-methoxy o-toluate esters to directly yield isocoumarin is demonstrated. Method applied to many natural product precursors including synthesis of (+)- and (−)-lunatinins.
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science and technology

A two-step Kinugasa/Conia-ene-type sequential reaction for the asymmetric synthesis of 8-methylene-2,6-diazaspiro[3.4]octane-1,5-diones

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01388C, Research Article
Shanyue Li, Qicai Ma, Bohua Wu, Haowen Ma, Wei Zhou, Qian Cai
A two-step Kinugasa/Conia-ene-type sequential reaction is developed. The process provided a simple and efficient access to chiral 8-methylene-2,6-diazaspiro[3.4]octane-1,5-diones.
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science and technology

Copper-catalyzed alkynyldisulfuration of arynes: an efficient access to unsymmetrical disulfides

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO01844C, Research Article
Shuai Huang, Yumin Zhang, Yuekai Li, Chen-Ho Tung, Xin Li, Zhenghu Xu
This article investigates a copper-catalyzed alkynyl disulfuration reaction of aryne formed in situ to synthesize o‑alkynyl aryl disulfides. The transformation proceeds through the in situ generation of aryne, followed by...
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science and technology

Enantioselective Addition of 3-hydroxyquinolin-2(1H)-one to Isatin and Pyrazole-4,5-dione Derived Ketimines

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO01895H, Research Article
Yue Wei, Guishun Bai, Jiamin Wu, Yi Hua, Tao Zhang, Congyong Yue, Hong Wang, Xiaoze Bao
The enantioselective reactivity of 3-hydroxyquinolin-2(1H)-ones was developed through their addition to isatin and pyrazole-4,5-dione derived ketimines, affording novel architectures featuring multiple natural products scaffolds in high yield with excellent enantioselectivities....
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science and technology

DABSO-Mediated Pummerer Reaction Enables One-Pot Synthesis of Pyrroloquinolines for Accessing Marinoquinolines: Mechanistic, Photophysical and Pharmacological Investigations

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO01512F, Research Article
Rahimuddin Khan, Dipun Kumar Penthi, Aditi Chatterjee, Chandrakanta Sahoo, Shanti Gopal Patra, Viswanathan Arun Nagaraj, Tabrez Khan
A new one-pot acid- and exogenous oxidant-free synthesis of pyrrolo[2,3-c]quinolines has been developed. The strategy involves chemoselective reduction of the 3-(2-nitrophenyl)-1H-pyrroles (pyrrolnitrin derivatives) and subsequent DABSO-facilitated Pummerer reaction in the...
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science and technology

Charge Transfer Complex Enabled Mechanochemical Synthesis of Chalcogenoacetylenes via Alkynyl Radicals

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO01827C, Research Article
Open Access
Fang Tan, Chang-Zhen Fang, Bing-Sheng Qiu, He Sheng, Yong-Liang Tu, Xiang-Yu Chen
Mechanochemistry has become an appealing strategy to enable numerous organic transformations. While significant advances have been achieved, the radical coupling reaction under mechanochemical conditions is still in its infancy. In...
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science and technology

Copper(II)-catalyzed synthesis of sulfonyl-functionalized quinone-fused cyclopenta[b]indoles via four-component cascade annulation

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01560F, Research Article
Hong Xu, Jie Liao, Fei Ren, Chuan-Rong Zhou, Xiao-Zhuo Liu, Yao Xiao, Dong-Wei Hang, Fuyu Li, Bei Wang, Ji-Yu Wang
Through crucial selective radical tandem process and intramolecular nucleophilic addition, a facile copper-catalyzed four-component cascade has been realized to selectively construct novel sulfonyl-functionalized quinone-fused cyclopenta[b]indole.
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science and technology

Regio- and stereoselective azidation of activated N-allenamides: an entry to α, β, γ and δ-amido-azides

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01802H, Research Article
Dorian Schutz, Maxime Hourtoule, Laurence Miesch
A totally controlled regiodivergent azidation of activated N-allenamides is described, offering a broad range of diverse functionalized amido-azide derivatives.
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science and technology

Catalyst-free C–H methylation of heteroarenes enabled by electron donor–acceptor complex photoactivation

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01309C, Research Article
Jiayang Wang, Baoer Shao, Haixia Ge, Huiyu Xue, Xiangyuan Ding, Yuqi Li, Peiyao Sheng
A visible-light-induced direct C–H methylation of heterocycles (including quinoxalinones, pyrazinones, quinolinones and coumarins) with methylamines via EDA complex photoactivation was developed.
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science and technology

Folding of a dynamic macrocyclic system to stabilize its cation radical state

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01566E, Research Article
Arnab Dutta, Krzysztof Dzieszkowski, Marco Farinone, Łukasz Orzeł, Krzysztof Kruczała, Monika Kijewska, Miłosz Pawlicki
A precisely designed π-extended system responds to different stimuli by folding the structure, which prevents overoxidation and stabilizes the cation radical.
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science and technology

Facile single-step synthesis of pentaaryl-substituted pyrano[3,2-b]pyrrol-5(1H)-ones showing aggregation-induced emission

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01600A, Research Article
Yongfeng Wang, Ruijun Chu, Yanxiao Wang, Mengyuan Zhou, Yuan Chen, Cheng Xu, Jingyu Sun, Guodong Yin
A novel class of heterocyclic AIEgens has been synthesized via a multicomponent reaction of isatins, 2,3-diaryl cyclopropenones, and alkyl bromides.
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Recent advances in carbon atom addition for ring-expanding single-atom skeletal editing

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01806K, Review Article
Ting Yuan, Lei Shi
This review focuses on recent advances in carbon atom addition for ring-expanding single-atom skeletal editing.
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A Stereoselective Organocatalyzed C-Glycosylation of Indole: Implications of Acceptor-Catalyst-Donor Interaction

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO01873G, Research Article
Lihuang Xie, Wenchao Liu, Zhenbo Guo, Qinbo Jiao, Xiaomin Shen, Tianfei Liu, Chunfa Xu
A stereoselective pyridinium hexafluorophosphate-catalyzed C-glycosylation of indole is presented, featuring the plausible formation of a catalyst-acceptor complex and a crucial H-bond between the indole N-H and the oxygen at C6...
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