文献类型：期刊文献

英文题名：8-Quinox Cobalt Catalyst Enables the Reductive Alkylative Addition of Sulfinylamines with Unactivated Alkyl Halides

作者：Liu, Ning[1,2];Xia, Hanyu[1,2];Shi, Yue[3];Xu, Kejie[1,2];Yu, Zhiying[1,2];Wu, Xianqing[1,2];Huang, Genping[3];Qu, Jingping[1,2];Chen, Yifeng[1,2,4,5]

机构：[1]East China Univ Sci & Technol, Feringa Nobel Prize Scientist Joint Res Ctr, Frontiers Sci Ctr Materiobiol & Dynam Chem, Sch Chem & Mol Engn,Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Feringa Nobel Prize Scientist Joint Res Ctr, Frontiers Sci Ctr Materiobiol & Dynam Chem, Sch Chem & Mol Engn,Joint Int Res Lab Precis Chem, Shanghai 200237, Peoples R China;[3]Tianjin Univ, Sch Sci, Dept Chem, Tianjin 300072, Peoples R China;[4]Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China;[5]Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Peoples R China

年份：2025

卷号：147

期号：30

起止页码：26786

外文期刊名：JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

收录：;EI(收录号：20253318978453);WOS:【SCI-EXPANDED(收录号:WOS:001530793300001)】；

基金：Dedicated to Prof. Stephen L. Buchwald on the occasion of his 70th birthday. This work was supported by the Key Project of Science and Technology Innovation 2030 (No. 2023ZD0121001), the National Natural Science Foundation of China (22171079, 22371071, 92356301, T2488302, 224011806, and 22471191), the Science and Technology Commission of Shanghai Municipality (grant No. 24DX1400200), the Program of Introducing Talents of Discipline to Universities (B16017), the Sinopec Seeding Program (C0607-0876), the Scientific Committee of Shanghai (21JC1401700), the Shanghai Sailing Program (23YF1408800), and the Fundamental Research Funds for the Central Universities. We thank the Analysis and Testing Center of East China University of Science and Technology for help with NMR and HRMS analysis.

语种：英文

外文关键词：Amides - Catalysts - Cobalt compounds - Drug discovery - Drug products - Enantioselectivity - Stereocenters - Stereochemistry - Sulfur

摘要：Sulfur-based chiral centers play a critical role in drug discovery yet pose significant challenges in achieving precise stereochemical control. Sulfinamides, serving as versatile intermediates and chiral auxiliaries, have traditionally required multistep synthesis or auxiliary-dependent strategies. Recent advances using N-sulfinyltritylamine (TrNSO) enabled catalytic arylative additions; however, stereoselective alkylative approaches remain underdeveloped, likely due to the highly reactive alkyl radical intermediate. Herein, we report a cobalt-catalyzed reductive addition strategy for direct enantioselective C(sp3)-S bond formation between TrNSO and unactivated alkyl halides. Leveraging an unprecedented 8-Quinox cobalt catalyst, this method delivers alkyl-substituted sulfinamides with broad substrate scope, excellent functional group tolerance, and high enantioselectivity. The protocol is further extended to a cascade addition/cyclization sequence, facilitating the efficient synthesis of enantioenriched sultims. DFT calculations reveal stereochemical control arises from selective alkyl radical addition orchestrated by the chiral cobalt catalyst.