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Pyrrolylsulfonium salts: stable, accessible and versatile pseudohalides for Stille couplings

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01793E, Research Article
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Jodie L. Hann, Catherine L. Lyall, Gabriele Kociok-Köhn, Simon E. Lewis
Pyrroles functionalised with a thianthrenium or diphenylsulfonium group undergo Stille couplings with aryl or alkynyl stannanes in good yields, avoiding the issues of instability that can hamper the use of the analogous pyrrolyl halides.
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Multi-step chirality transfer and racemization kinetics of pillar [5]arenes by tuning the halogen substituents on the rims

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01799D, Research Article
Lizhi Fang, Xiaowen Guan, Yanling Shen, Dayang Zhou, Long Chen, Xiaochuan Chen, Wanhua Wu, Leyong Wang, Cheng Yang
Halogen-substituted pillar[5]arenes exhibited hindered hydroquinone subunit flipping, enabling enantioseparation.
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Visible-light heterogeneous photocatalysis with an ionic porous organic polymer (IPOP): synthesis of β-keto sulfoxides and benzothiophene diesters by tandem radical addition–oxidation reactions

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01382D, Research Article
Ajay Kumar Sahoo, Parag Tamuly, Jarugu Narasimha Moorthy
An IPOP, constructed constructed from cyanuric chloride and the readily accessible 2,5-di(pyridin-4-yl)thiazolo[5,4-d]thiazole (BpyTzTz), is shown to exhibit excellent visible light absorption and serve as a metal-free heterogeneous photocatalyst.
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Synergy of prediction rule and total synthesis in solving the stereochemical puzzle of eucalactam B

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01777C, Research Article
Chenqi Wang, Junyang Liu, Tao Ye
The absolute configurations of the fungal-derived reduced polyketide eucalactam B were initially predicted using the “Biochemistry-based rule” and later confirmed through its first successful total synthesis.
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Iron-catalyzed thiolation of C(sp3)–H with sulfonyl chlorides via photoinduced ligand-to-metal charge transfer

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01488J, Research Article
Sheng-Ping Liu, Lan Yang, Yan-Hong He, Zhi Guan
A photoinduced FeCl3/HCl synergistic catalytic method enables C(sp3)–S bond formation via reductive cross-coupling of activated/inert C(sp3)–H and aryl/alkyl sulfonyl chlorides through ligand-to-metal charge transfer (LMCT).
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I2-Promoted oxidative annulation of three different amines to access diverse biheteroaryls

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01801J, Research Article
Guangping Fan, Penghui Cao, Fang Bai, Yanyan Yin, Xueyan Hou, Yani Liu, Zhenzhen Xing, Yanhui Wang, Tangqiang Sun, Qinghe Gao
An I2-promoted oxidative annulation of three different amines enables the assembly of nonsymmetrical 2,2'-biquinolines and related bis-azines through a [4π + 2σ] annulation reaction.
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Facile one-pot synthesis of novel imidates as multifunctional organic fluorescent materials

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01628A, Research Article
Feng-Ting Liu, Shuo Wang, Yong-Shun Chen, Jun-Ying Miao, Bao-Xiang Zhao, Zhao-Min Lin
A novel one-pot synthesis of multifunctional organic fluorescent imidates from quinolinium salt derivatives, nitrosoarenes and alcohols was presented. This method had a wide substrate scope and excellent isolated yields.
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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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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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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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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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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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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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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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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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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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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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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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Catalytic asymmetric synthesis of chiral sulfilimines via S-C bond formation

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO01963F, Highlight
Yingying Shi, Shuiyun Zheng, Jiapian Huang, Fu-Sheng He, Min Yang, Jie Wu
As the aza-analogues of sulfoxides, sulfilimines bearing S(IV) stereogenic centers hold tremendous potential in synthetic chemistry and medicinal chemistry. However, the catalytic asymmetric synthesis of chiral sulfilimines are much less...
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Probing Intersystem Crossing in Multi-brominated Eumelanin through Transient Absorption and Surface Hopping Dynamics

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO01832J, Research Article
Open Access
Kavya Vinod, Lukhmanul Hakeem K., Diana Thomas, Pallavi Panthakkal Das, Mahesh Hariharan
Achieving intersystem crossing (ISC) through structural tuning in biological systems is an evolving area for therapeutic and materials research. Eumelanin, a natural pigment, offers huge potential for bio-inspired material design,...
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PIFA-Mediated cyclization of methyl(2-(1-phenylvinyl)phenyl)sulfane for the concise, flexible, and scalable de novo synthesis of C3-arylated benzo[b]thiophenes

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO01589D, Research Article
Xinya Liu, Olivier Provot, Christine Tran, Jean-Francois Soule, Abdallah Hamze
The well-decorated arylated benzo[b]thiophene scaffold is a pivotal structural motif with diverse applications in medicinal chemistry. This paper outlines a de novo synthesis of C3-arylated benzo[b]thiophenes, showcasing its flexibility and...
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Modular dehydrogenative cross-nucleophile coupling for direct construction of tetrasubstituted carbons

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO01641F, Research Article
Peng Wang, Qiang Wang, Meng Wang, Liang Wang, Lubin Xu, Xiong-Li Liu, Fangzhi Hu, Shuai-Shuai Li
An FeCl3-catalyzed cross-dehydrogenative coupling reaction for the construction of various types of C–Y (Y = C, N, O, S) bonds with air as a green oxidant.
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Mechanistic insights into rhodium-catalyzed C−H activation and annulation using vinyl acetate to access cinnolines and cinnolin-4(1H)-ones

Org. Chem. Front., 2025, Accepted Manuscript
DOI: 10.1039/D4QO01734J, Research Article
Yuqin Wang, Yiling Zeng, Ya-Nan Tian, Zheng Liu, Jinhua Wang, Shuyou Chen, Shiqing Li
Transition metal-catalyzed C−H activation and annulation involving vinyl acetate remains a significant challenge, and the mechanistic process following vinyl insertion is ambiguous. Herein, we report the Rh(III)-catalyzed two-fold C−H activation...
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Intermolecular Defluorinative 1,2-Diamination of Fluoroalkenyl Iodides with Sulfonamides: Synthesis of Acyclic and Cyclic Fluorinated 1,2-Enediamines

Org. Chem. Front., 2025, Accepted Manuscript
DOI: 10.1039/D4QO01913J, Research Article
Xue-Qiang Chu, Yu-Lan Chen, Chi Zhang, Xue-Ying Huang, Yu Ding, Danhua Ge, Zhi-Liang Shen
Alkene diamination represents one of the most straightforward strategies for 1,2-diamine derivatives synthesis. However, transition-metal-free 1,2-diamination of fluoroalkenes has been less studied. Here we report an intermolecular defluorinative vicinal diamination...
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Owaisi hails Supreme Court ruling on AMU’s minority status

The Modi government should take this judgement in its stride, says Asad




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Man arrested for sexually assaulting mother-in-law in Balapur




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Kishan Reddy slams Revanth government for failing farmers, challenges Rahul Gandhi to tour villages in Telangana




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Commotion at BRS dharna in Huzurabad, vehicular traffic disrupted on highway




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Man arrested for kidnapping, marrying, sexually assaulting minor




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Fire engulfs two scrap godowns




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KTR’s Delhi visit to lobby with BJP to save him in Formula-E race case: Congress




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GHMC’s claims for budget allocations delayed due to absence of full time commissioner




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