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

页码：3844 / 3850

页数：7

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