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A Mn(III)-catalyzed arylboronic acid-based cascade reaction via a nonclassical organometallic-radical mechanism

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00244J, Research Article
Hui-Min Qian, Jian-Dong Zhang, Shun-Jun Ji, Xiao-Ping Xu
An efficient Mn(III)-catalyzed cascade reaction of arylboronic acids, o-cyanoaryl isocyanides, and indoles was developed. The mechanism was fully investigated and elucidated.
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Highly selective separation of toluene/methylcyclohexane based on pagoda[5]arene nonporous adaptive crystals

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00364K, Research Article
Zhongwen Liu, Ming Li, Shuai Fang, Li Shao, Bin Hua, Feihe Huang
Herein the selective separation of toluene/methylcyclohexane based on pagoda[5]arene nonporous adaptive crystals is investigated.
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Regio- and stereo-selective synthesis of β-phenylthio enamides via intramolecular 1,2-thiol migration

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D3QO02078A, Research Article
Yunqing Zhuang, Jin Zhang, Kai Yang, Gehua Bi, Xin Huang, Weimin Zhang
An efficient and novel method for the direct synthesis of β-phenylthio enamides via intramolecular 1,2-thiol migration has been developed.
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Enantioselective synthesis of 8-membered lactone derivatives via organocatalytic cascade reactions

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00148F, Research Article
Dong-Sheng Ji, Rui Zhang, Xu-Yan Han, Hai-Long Chai, Yucheng Gu, Xiu-Qin Hu, Peng-Fei Xu
The challenging 8-membered lactone derivatives bearing two vicinal chiral stereocenters were synthesized via a cascade reaction mediated by the chiral squaramide.
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Review of application of the I2 and dimethyl sulfoxide combined reagent system to aryl methyl ketones for diverse transformations

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00396A, Review Article
Dong-Sheng Yang, Xiang-Long Chen, An-Xin Wu
The synthesis of small molecules and complex scaffolds is one of the most important topics in organic synthesis.
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Asymmetric [3 + 2] cycloaddition of donor–acceptor cyclopropanes with azadienes enabled by Brønsted base catalysis

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00002A, Research Article
Shu Li, Zhi-Hong Dong, Si-Yu Dan, Mei-Jun Zheng, Teng Long, Jie Zhan, Qing Zhou, Wen-Dao Chu, Quan-Zhong Liu
A chiral bifunctional Brønsted base-catalyzed enantioselective [3 + 2] cycloaddition of D–A cyclopropanes and azadienes is reported. The protocol features broad substrate scope, mild reaction conditions and high functional group tolerance.
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Stereodivergent synthesis of chiral spiropyrazolones through Pd-catalyzed asymmetric sequential hydroalkylation of 1,3-enynes: unusual solvent effects on the enantioselectivity

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00358F, Research Article
Shan Wang, Long Li, Yifei Zheng, Luqing Li, Yingcheng Wang, Fangzhi Peng, Zhihui Shao
Chiral spiropyrazolones were constructed through Pd-catalyzed asymmetric sequential hydroalkylation of 1,3-enynes. Four stereoisomers could be obtained through substrate control and chiral ligand control.
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Vaska's complex–PMHS combination enabled mild and chemoselective reduction of sulfoxides to sulfides with low catalyst loading

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00312H, Research Article
Fang-Fang Xu, Zhong-Lei Ruan, Pei-Qiang Huang
We report a highly efficient, versatile, and chemoselective method for the catalytic reduction of sulfoxides to sulfides under mild conditions.
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Triazatriangulenium salts – hosts and guests in supramolecular assemblies in solution

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00500G, Research Article
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Sayan Sarkar, Michael Böck, Agnes Uhl, Aleksandr Agafontsev, Jürgen Schatz, Evgeny A. Kataev
Self-assembly of triangulenium dyes bearing C3-C8 substituents and their interaction with aromatic compounds and cyclophanes were studied in solution.
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Iodine-catalyzed intermolecular 1,2-thio (seleno)amination of alkenes with 1,2,3-triazoles and disulfides (diselenides) in air

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00246F, Research Article
Jian Ji, Xuwen Chen, Zongjing Hu, Cong Guan, Jinhua Liu, Yaqi Deng, Shunying Liu
Iodine-catalyzed 1,2-thio (seleno)amination of alkenes via direct N- and C-centered radical cross-coupling was established to elicit highly regioselective β-triazolized thioalkyl compounds.
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Metal-Free Cascade O-H Double Insertion Between I(III)/S(VI)-Ylides, Carboxylic Acids, and Alcohols: Modular Access to Unsymmetrical α,α-O,O-Substituted Ketones

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO00453A, Research Article
Shang-Shi Zhang, Jiaohang Wei, Wen-Xuan Zou, Qiong Hu, Mei-Zhu Bao, Dan-Ting Shen, Lin Xiao, Jia-Lin Song, Xiang Liu
The synthesis of unsymmetrical α,α-O,O-substituted ketones via O-H double insertion is appealing but remains constrained due to the lack of compatible coupling partners or uncontrollable selectivity. Herein, we present a...
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Correction: Stereodivergent and enantioselective total syntheses of isochaetominines A–C and four pairs of isochaetominine C enantiomers: a six-step approach

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO90034K, Correction
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Zhong-Yi Mao, Hui Geng, Tian-Tian Zhang, Yuan-Ping Ruan, Jian-Liang Ye, Pei-Qiang Huang
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Base-induced azofluoroalkylation of unactivated alkenes via halogen atom transfer

Org. Chem. Front., 2024, 11,2161-2170
DOI: 10.1039/D3QO02114A, Research Article
Jing Zhang, Yanchuang Zhao, Yu-Yi Zhu, Peng Lei, Hanru Liu, Chang-Sheng Wang, Shuya Xing, Yong Liu, Shao-Fei Ni, Thomas Castanheiro, Li-Wen Xu, Xinxin Shao
A base-induced three-components coupling employing unactivated alkenes, fluoroalkyl iodides and diazonium salts under mild reaction conditions has been developed.
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Unprecedented single-electron-transfer reduction-based N → C acyl migration reactions of imides enabled by redox-neutral photocatalysis

Org. Chem. Front., 2024, 11,2344-2350
DOI: 10.1039/D3QO01955A, Research Article
Linge Huai, Li Zhang, Zhentao Wang, Yewen Fang
N → C acyl migration: in the absence of a base, redox-neutral photocatalyzed acyl migration reactions have been realized via the reaction of N-vinylimides with alkyl radicals derived from alkyl silicates.
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Stereoselective skeletal modification of tryptanthrins to install chiral piperidine-2-ones enabled by Brønsted acid catalysis

Org. Chem. Front., 2024, 11,2171-2177
DOI: 10.1039/D3QO02029K, Research Article
Rong Zeng, Xiang Zhang, Yuan-Yuan Lei, Zhuo-Zhuo Zhang, Min Jiang, Qing-Zhu Li, Jun-Long Li, Bo Han
An asymmetric formal [4 + 2] cyclisation between azlactones and aza-dienes derived from simple tryptanthrins has been developed. With this established protocol, yielding a series of novel piperidine-2-one-fused tryptanthrins with up to >99 : 1 er under mild conditions.
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Iron(III)/quinoxaline-derived N,N-ligand catalyzed oxygen transfer reaction of N-vinyl nitrones through selective 4π-electrocyclization and N–O bond cleavage

Org. Chem. Front., 2024, 11,2277-2282
DOI: 10.1039/D3QO01999C, Research Article
Yan-Jiao Lu, Feng-Lan Lu, Jin-Qi Zhang, Chun-Hua Chen, Cui Liang, Xiao-Pan Ma, Dong-Liang Mo
We describe an iron(III)/quinoxaline-derived N,N-ligand promoted O-transfer reaction of N-vinyl nitrones through selective O-4π-electrocyclization and N–O bond cleavage to prepare a variety of 2,5-dihydrooxazoles in good yields.
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Visible light/copper catalysis enabled Heck-like coupling between alkenes and cyclic sulfonium salts via selective C–S bond cleavage

Org. Chem. Front., 2024, 11,2195-2200
DOI: 10.1039/D3QO02009F, Research Article
Xianqin Liu, Xufeng Li, Linyuan Wang, Yongjia Shi, Jian Lv, Daoshan Yang
A Heck-like coupling of cyclic sulfonium salts with alkenes via selective C–S bond cleavage using a copper complex as a photosensitizer through a visible-light-driven redox-neutral process has been developed.
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Selective photochemical synthesis of primary arylamines and symmetric diarylamines via amination of aryl bromides using Ni(NH3)6Cl2 as a nitrogen source and catalyst

Org. Chem. Front., 2024, 11,2313-2318
DOI: 10.1039/D4QO00116H, Research Article
Zhehui Xu, Jianyang Dong, Geyang Song, Fuqiang Kong, Gang Li, Dong Xue
The selective synthesis of primary arylamines and diarylamines via coupling reactions with ammonia as a nitrogen source is still challenging.
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Photo-induced catalyst-free formal carbon insertion of acylsilanes into B–B and B–Si bonds

Org. Chem. Front., 2024, 11,2339-2343
DOI: 10.1039/D4QO00139G, Research Article
Xiongxiong Lu, Qingbin Zhao, Hao Zhang, Pan Xu, Xuenian Chen, Zhenxing Liu
A formal carbon insertion of acylsilanes into B–B and B–Si bonds has been developed. The in situ formed siloxycarbene under blue LED irradiation worked as the intermediate for the reaction. When 2-furyl and 2-thiophenyl acylsilanes were used, the B(pin) ring was enlarged to a six-membered ring.
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Origin of site-selectivity of hydrogen atom transfer in carbohydrate C–H alkylations via photoredox catalysis

Org. Chem. Front., 2024, 11,2269-2276
DOI: 10.1039/D4QO00073K, Research Article
Yujie Ji, Lingfei Hu, Han Gao, Yan-Bo Wu, Xiangying Lv, Gang Lu
Two major factors, i.e., C–H σ orbital energy and C–H BDE, account for the HAT site-selectivity of carbohydrates with the quinuclidine radical cation.
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Fe-catalyzed B–H and Si–H insertion reactions of gem-dihaloalkanes

Org. Chem. Front., 2024, 11,2241-2248
DOI: 10.1039/D4QO00136B, Research Article
Xinyu Wang, Zhaobin Wang
We present an approach involving Fe-catalyzed B–H and Si–H insertion of gem-dichloroalkanes. In contrast to previous strategies, our method uses gem-dihaloalkanes as non-stabilized carbene precursors and operates through a radical reaction pathway.
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Regioselective electrochemical cascade C–H sulfonylation–bromination of indolizines to access difunctionalized indolizines

Org. Chem. Front., 2024, 11,2306-2312
DOI: 10.1039/D4QO00035H, Research Article
Wenxuan Jiang, Xiang Liu, Chuanying Zhu, Meiyi Chen, Weidan Li, Hua Cao
Regioselective electrochemical C–H sulfonylation–bromination between indolizines, sodium sulfinates, and KBr has been established in an undivided cell, in which KBr serves as both the brominating agent and electrolyte.
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Palladium-catalyzed asymmetric [4 + 3] cycloaddition of acyclic α,β-unsaturated imines with trimethylenemethane donors: access to chiral non-fused azepines

Org. Chem. Front., 2024, 11,2326-2331
DOI: 10.1039/D4QO00064A, Research Article
Ting-Peng Li, Shuixiu Su, Jia-Huan Shen, Meng Zang, Yang-Zi Liu, Quannan Wang, Wei-Ping Deng
An efficient approach for the construction of non-fused azepines in good yields with high enantioselectivity via Pd-catalyzed asymmetric [4 + 3] cycloaddition was developed.
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Contributors to the Organic Chemistry Frontiers Emerging Investigator Series 2022–2023

Org. Chem. Front., 2024, 11,2149-2154
DOI: 10.1039/D4QO90025A, Profile

This profile article showcases researchers who have contributed an article to the Organic Chemistry Frontiers Emerging Investigator Series.
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Assembly of ionic supramolecular polymers using a decacationic pillar[5]arene to noncovalently crosslink hyaluronic acid for short DNA delivery

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00447G, Research Article
Qian Li, Danying Ma, Yue-Yang Liu, Hui Wang, Wei Zhou, Dan-Wei Zhang, Zhan-Ting Li
A multicationic pillar[5]arene noncovalently crosslinks hyaluronic acid to afford ionic supramolecular polymers for intramolecular delivery of short DNA.
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Selective deletion of one carbon atom from C60 through benzylamine mediated reactions

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00449C, Research Article
Yaqiong Wang, Yiran Wu, Yuming Yu, Jie Su, Yi Qiu, Liangbing Gan
Benzylamine selectively adds to one of the two carbonyl groups on the 9-membered orifice to form an N,O-aminal moiety. Subsequent oxidation and hydrogen atom transfer lead to a decarboxylation process and formation of a nor [59]fullerene derivative.
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Visible-light Induced [1, 3]-Brook Rearrangements of α-Ketoacylsilanes and Its Subsequent Trapping in a Tandem Annulation with 1, 3, 5-Triazinanes and Azomethine Imines

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO00463A, Research Article
Zhong Zhang, Sirui Wu, Yuqiao Zhou, Bao-Lin Li, Siyue Xiao, Xiaohu Zhao, Zhipeng Yu
An unusual visible light-induced [1, 3]-Brook rearrangement of α-ketoacylsilanes for cascade cyclization with 1,3,5-triazinanes and C,N-cyclic azomethine imines has been developed under catalyst-free and mild reaction conditions. The strategy offers...
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Concise synthesis of succinimide-fused densely 1,3-cyclohexadienes via Co-catalyzed [2+2+2] cycloaddition of 1,6-diynes and maleimides

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO00435C, Research Article
Jinhui Cai, Kaili Cen, Ziyi Zhai, Yuan Liu, Jiahao Wei, Mixia Ouyang, Guojun He, Shuyu Huang, Feng Zhao
Herein, we report a new route towards succinimide-fused densely 1,3-cyclohexadienes through the reaction of 1,6-diynes with electron-deficient alkenes under cobalt catalysis. This method shown high efficiency, wide substrate scope, good...
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Cobalt-catalysed Csp3–Csp3 cross-coupling of benzyl Katritzky pyridinium salts with Callyl–O electrophiles

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00402G, Research Article
Mengyu Gao, Corinne Gosmini
Different allylbenzyl derivatives are synthesized by Co-catalyzed reductive cross-coupling from functionalized benzyl Katritzky pyridinium salts and various allylic acetates, ethers or carbonates in moderate to good yields under mild conditions.
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Base- and metal-free visible-light driven site-selective α-C(sp3)–H functionalization reaction of glycine derivatives with hydroxamic acid derivatives

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00425F, Research Article
Shiyun He, Hongying Fan, Xue Zhang, Meiling Ye, Jian Chen, Jinyu Hou, Tianle Huang, Li Guo, Guanghui Lv, Yong Wu
A visible-light-mediated radical–radical cross-coupling reaction between hydroxamic acid and N-phenyl glycine derivatives under base and metal free conditions is reported. A series of unnatural amino acids and peptides were obtained in good to excellent yields with good chemo-selectivity.
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Fully atom-economic access to spiro-cyclic skeletons through photoredox-induced hydrogen transfer/Giese addition/dearomative cyclization/protonation cascade

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00317A, Research Article
Guohui Zeng, Hui Luo, Kai Jiang, Jianpeng Cai, Biaolin Yin
Amine-tethered spiro-cyclic skeletons were obtained through photo-induced 100%-atom-economic dearomatization, involving the cleavage of the α-C(sp3)–H of amines. Pentacyclic framework was achieved from pyridinyl ring within two steps.
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Regioselective Oxidative Cleavage of Conjugated Dienes to Access α,β–Unsaturated Nitriles

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D3QO02101G, Research Article
Yuqing Fu, Yijia Leng, Haotong Bai, Jiaxi Xu, Ning Chen
A highly regioselective oxidative cleavage method has been developed for the synthesis of α,β-unsaturated nitriles from unsymmetric conjugated dienes. This transformation selectively cleaved the terminal C=C double bond, providing moderate...
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Synthesis of oxindole fused 1,3-oxazepanes via hydride transfer initiated ring expansion of pyrrolidine

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00474D, Research Article
Peng He, Zongkang Wang, Qiongwen Kang, Nana Fei, Chengyu Wang, Yanzhong Li
An efficient B(C6F5)3 catalyzed protocol for the synthesis of oxindole fused 1,3-oxazepanes from pyrrolidine substituted aryl alkynones has been developed.
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NHC-Catalyzed Stereoselective Synthesis of Spirooxindole Lactones by in situ Generated Oxindole-embedded o-Quinone Methides and Aldehydes

Org. Chem. Front., 2024, Accepted Manuscript
DOI: 10.1039/D4QO00347K, Research Article
Zhengqiang Cao, Fang Hu, Yunpeng Chu, Jiaxue Pei, Xin-Ping Hui
A novel N-heterocyclic carbene-catalyzed asymmetric [4 + 2] annulation of in situ generated oxindole-embedded o-quinone methides with aldehydes has been developed for the assembly of complicated spirooxindoles. The methodology provides...
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Selective nickel-catalyzed disulfuration of alkyl halides with di/trithiosulfonates

Org. Chem. Front., 2024, Advance Article
DOI: 10.1039/D4QO00411F, Research Article
Lulu Liu, Jiaqi Hou, Yingying Ma, Hongwei Wang, Yu Zhong, Fangcan Liang, Luyao Wang, Qingling Wang, Ji-Quan Liu, Wen-Hua Xu, Dianhu Zhu
Selective reductive disulfuration of alkyl halides with di/trithiosulfonate reagents was developed through ligand regulation, with key features of broad substrate scope, good tolerance and excellent selectivity to disulfides over trisulfides.
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Integrating continuous flow reaction and work-up: chiral amine resolution, separation and purification using a novel coalescing filter system

React. Chem. Eng., 2024, Accepted Manuscript
DOI: 10.1039/D4RE00442F, Paper
Open Access
  This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Bethan May Rowley, Lisa Alice Thompson, Luke Power, James Daglish, Emma Parks, James Birbeck, Stephen P Marsden, Nikil Kapur, John Blacker
To maximize the benefits of a continuous flow reaction, a continuous work-up is also needed. Herein, we present a process design and novel equipment for a continuous amine resolution reaction,...
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A self-adsorption molecule passivated interface enables efficient and stable lithium metal batteries

Energy Environ. Sci., 2024, Advance Article
DOI: 10.1039/D4EE02903H, Paper
Gongxun Lu, Xinru Wu, Miaofei Huang, Mengtian Zhang, Zhihong Piao, Xiongwei Zhong, Chuang Li, Yanze Song, Chengshuai Chang, Kuang Yu, Guangmin Zhou
Self-adsorbing molecules stabilize electrode interfaces and inhibit solvent decomposition to ensure high-voltage stability of lithium metal batteries.
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Contribution of an instructional module incorporating PhET simulations to Rwandan students' knowledge of chemical reactions, acids, and bases through social interactions

Chem. Educ. Res. Pract., 2024, Advance Article
DOI: 10.1039/D4RP00105B, Paper
Jean-Baptiste Ndagijimana, Jeannette Musengimana, Henriette Mushimiyimana, Evode Mukama, Olivier Habimana, Paulin Manirakiza, Jean Claude Dushimimana, Jean Pierre Alpha Munyaruhengeri, Samia Khan, Elizabeth Lakin
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New treatment option for young women with hormone-sensitive breast cancer

A drug used for treating breast cancer, known as exemestane, is more effective than a common breast cancer prevention drug, tamoxifen, in preventing breast cancer recurrence in young women who also receive post-surgical treatment to suppress ovarian function. The combined results of the Tamoxifen and Exemestane Trial and Suppression of Ovarian Function Trial were presented at the 2014 ASCO Annual Meeting in Chicago.




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Stocks that will see action today: November 14, 2024

Buzzing stocks: Tata Power, India Glycols, Hero MotoCorp, BDL, Firstcry, Mamaearth, MTNL, HAL, Nazara Tech, Sobha, Glenmark Pharma, GVK Power, Medi Assist, Grasim, PNB Housing Fin, Samhi Hotels, Inox Green Energy, Varun Beverages, Piccadilly Agro, 




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CPI(M) Kerala secretary M.V. Govindan backs E.P. Jayarajan amid autobiography controversy

Govindan says CPI(M) does not require members to seek prior permission to write a book, though he emphasised that consultation with the party should occur before publication




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Centre releases ₹266.8 crore under 15th Finance Commission grants for rural local bodies in Kerala

Allocation represents second instalment of untied grants for 2024-25, and is meant for all eligible district panchayats, block panchayats and gram panchayats in Kerala




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A.J. Raghavan, former ISRO scientist, passes away




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E.P. Jayarajan’s ‘autobiography’ row: publishing house remains tight lipped, refuses to clear the air

Jayarajan claims that circulating excerpts from his ‘autobiography’ are baseless nonsense and asserts that he had not granted publishing rights for his autobiography to any establishment




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‘Sea ranching’ launched off Thiruvananthapuram as follow-up to artificial reef project

Minister of State for Fisheries George Kurian launches project; 10 lakh pompano, cobia fingerlings to be deposited in 10 selected locations




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KFON to depend on Supplyco database to provide Internet connection to BPL families




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Waqf Board can initiate criminal proceedings in post-2013 Waqf land encroachment cases

A Single Judge of the Kerala High Court quashed the proceedings against two people in an alleged pre-2013 land encroachment case on Tuesday by noting that such acts were made punishable only through an amendment to the Waqf Act in 2013, the accused were in possession of the property even before the introduction of the amendment, and no penal acts could be given retrospective operation




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Governor lauds army’s service to the people




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Rate cut unlikely even in February, inflation to dip January onwards: SBI research

The report adds that inflation is likely to average around 4.8 per cent to 4.9 per cent for financial year 2025, higher than the RBI target of 4.5 per cent




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Tata Power Renewable Energy unveils 126 MW Omkareshwar floating solar project, setting new global standards

With this project, TPREL’s total renewable capacity reaches 10.9 GW, reinforcing its position in India’s journey towards a greener energy future.