Visible-Light-Induced Regioselective Alkylation of Coumarins via Decarboxylative Coupling with N-Hydroxyphthalimide Esters

被引：92

作者：

Jin, Can ^{[1
]}

Yan, Zhiyang ^{[1
]}

Sun, Bin ^{[2
]}

Yang, Jin ^{[1
]}

机构：

[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Zhejiang, Peoples R China

[2] Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Hangzhou 310014, Zhejiang, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 07期

基金：

中国国家自然科学基金;

关键词：

RADICAL CYCLIZATION; TRANSITION-METAL; FUNCTIONALIZATION; ACIDS; N-(ACYLOXY)PHTHALIMIDES; OLEFINATION; KETONES; AMINES; ETHERS; BONDS;

D O I：

10.1021/acs.orglett.9b00327

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient photocatalytic decarboxylative 3-position alkylation of coumarins by using alkyl N-hydroxyphthalimide esters as alkylation reagents has been developed. A variety of NHP esters derived from aliphatic carboxylic acids (primary, secondary, and tertiary) has been proved to be tolerated for this decarboxylation process, affording a broad scope of 3-alkylated coumarin derivatives in moderate to excellent yields. This protocol was highlighted by its mild conditions, readily available starting materials, operational simplicity, and wide functional group tolerance.

引用

页码：2064 / 2068

页数：5

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