Electrochemically Enabled C3-Formylation and -Acylation of Indoles with Aldehydes

被引：26

作者：

Yang, Liquan ^{[1
]}

Liu, Zhaoran ^{[1
]}

Li, Yujun ^{[1
]}

Lei, Ning ^{[1
]}

Shen, Yanling ^{[1
]}

Zheng, Ke ^{[1
]}

机构：

[1] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Sichuan, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 19期

基金：

中国国家自然科学基金;

关键词：

C-H BOND; PALLADIUM-CATALYZED CARBONYLATION; FORMAL TOTAL-SYNTHESIS; TERTIARY-AMINES; ANODIC-OXIDATION; ELECTROORGANIC CHEMISTRY; EFFICIENT ROUTE; METAL-FREE; FORMYLATION; CLEAVAGE;

D O I：

10.1021/acs.orglett.9b02433

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reported herein is an effective strategy for oxidative cross-coupling of indoles with various aldehydes. The strategy is based on a two-step transformation via a well-known Mannich-type reaction and a C-N bond cleavage for carbonyl introduction. The key step-the C-N bond cleavage of the Mannich product-was enabled by electrochemistry. This strategy (with over 40 examples) ensures excellent functional-group tolerance as well as late-stage functionalization of pharmaceutical molecules.

引用

页码：7702 / 7707

页数：6

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