Decarboxylative C-H Alkylation of Heteroarene N-Oxides by Visible Light/Copper Catalysis

被引：26

作者：

Liu, Duan-Yang ^{[1
]}

Liu, Xu ^{[1
]}

Gao, Yan ^{[2
,3
]}

Wang, Chao-Qun ^{[1
]}

Tian, Jie-Sheng ^{[1
,2
,3
]}

Loh, Teck-Peng ^{[1
,2
,3
,4
]}

机构：

[1] Nanjing Tech Univ NanjingTech, Inst Adv Synth IAS, Nanjing 211816, Peoples R China

[2] Northwestern Polytech Univ, Inst Adv Synth IAS, Xian 710072, Peoples R China

[3] Yangtze River Delta Res Inst Northwestern Polytec, Taicang 215400, Jiangsu, Peoples R China

[4] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 22期

关键词：

HUMAN-IMMUNODEFICIENCY-VIRUS; CARBOXYLIC-ACIDS; COPPER; HALIDES; SUBSTITUENTS; DERIVATIVES; INHIBITION; COUPLINGS; AMINES; DRUG;

D O I：

10.1021/acs.orglett.0c03382

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This paper reports a highly site-selective alkylation of heteroarene N-oxides using hypervalent iodine(III) carboxylates to serve as an alkylating agent in the presence of a cheap copper catalyst under visible light conditions. This mild method proceeds at room temperature in an air atmosphere and can withstand various heteroarene N-oxides as well as various primary, secondary, and tertiary alkyl carboxylic acids. It also provides a practical method for enabling the rapid conversion of commercially available raw materials into medically relevant "drug-like" molecules.

引用

页码：8978 / 8983

页数：6

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