Relay C(sp^(3))-H bond trifluoromethylthiolation and amidation by visible light photoredox catalysis  

作　　者：Junheng Liu Suqi Yang Shunruo Yao Chengjian Zhu Yong Liu Weipeng Li Jin Xie 

机构地区：[1]State Key Laboratory of Coordination Chemistry,Jiangsu Key Laboratory of Advanced Organic Materials,Chemistry and Biomedicine Innovation Center(ChemBIC),School of Chemistry and Chemical Engineering,Nanjing University,Nanjing 210023,China [2]Green Catalysis Center,College of Chemistry,Zhengzhou University,Zhengzhou 450001,China [3]State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Shanghai 200032,China [4]Nanjing Bready Advanced Materials Technology Co.,Ltd.,Nanjing 221100,China [5]State Key Laboratory of Natural Medicines,China Pharmaceutical University,Nanjing 211198,China

出　　处：《Science China Chemistry》2024年第11期3844-3850,共7页中国科学（化学英文版）

基　　金：National Key Research and Development Program of China (2021YFC2101900);the National Natural Science Foundation of China (22122103, 22101130, 22001117 and 22271144);Fundamental Research Funds for the Central Universities (020514380327);the Open Project of State Key Laboratory of Natural Medicines (SKLNMKF202401) for financial support。

摘　　要：Selective functionalization of C(sp^(3))–H bonds is a straightforward and practical method to construct complex molecule skeletons. In this field, direct transformation of unactivated C(sp^(3))–H bonds into C(sp^(3))–SCF_(3) architectures is still a great challenge.We report a highly selective trifluoromethylthiolation of unactivated aliphatic C(sp^(3))–H bonds by combination of proton-coupled electron transfer(PCET) and hydrogen atom transfer(HAT) strategy. A wide range of structurally diverse alkyl trifluoromethyl sulfides are obtained. Furthermore, the use of two different photocatalysts can realize an unprecedented trifluoromethylthiolation and amidation cascade of different C(sp^(3))–H bonds. It can afford a good access to bifunctionalized molecules in synthetically useful yields.

关 键 词：photoredox catalysis C–H activation trifluoromethylthiolation AMIDATION PCET 

分 类 号：O621.251[理学—有机化学]