Relay C(sp3)-H bond trifluoromethylthiolation and amidation by visible light photoredox catalysis

被引：2
|
作者：
Liu, Junheng [1 ]
Yang, Suqi [1 ]
Yao, Shunruo [1 ]
Zhu, Chengjian [1 ,2 ,3 ]
Liu, Yong [4 ]
Li, Weipeng [1 ]
Xie, Jin [1 ,5 ]
机构：
[1] Nanjing Univ, Chem & Biomed Innovat Ctr ChemBIC, Jiangsu Key Lab Adv Organ Mat, State Key Lab Coordinat Chem,Sch Chem & Chem Engn, Nanjing 210023, Peoples R China
[2] Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China
[3] Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
[4] Nanjing Bready Adv Mat Technol Co Ltd, Nanjing 221100, Peoples R China
[5] China Pharmaceut Univ, State Key Lab Nat Med, Nanjing 211198, Peoples R China
来源：
SCIENCE CHINA-CHEMISTRY | 2024年 / 67卷 / 11期
基金：
中国国家自然科学基金;
关键词：
photoredox catalysis; C-H activation; trifluoromethylthiolation; amidation; PCET; C-H BONDS; SILVER(I) TRIFLUOROMETHANETHIOLATE; REAGENTS;
D O I：
10.1007/s11426-024-2259-7
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Selective functionaliz0ation 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))-SCF3 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.
引用
收藏
页码：3844 / 3850
页数：7
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