Selective N1-Acylation of Indazoles with Acid Anhydrides Using an Electrochemical Approach

被引：20

作者：

Dissanayake, D. M. M. Mevan ^{[1
]}

Vannucci, Aaron K. ^{[1
]}

机构：

[1] Univ South Carolina, Dept Chem & Biochem, 541 Main St, Columbia, SC 29208 USA

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 02期

关键词：

CHEMOSELECTIVE N-ACYLATION; REGIOSELECTIVE SYNTHESIS; HETEROCYCLES; INDOLES;

D O I：

10.1021/acs.orglett.8b03683

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An electrochemical synthesis method for the selective N1-acylation of indazoles has been developed. This "anion pool" approach electrochemically reduces indazole molecules generating indazole anions and H-2. Acid anhydrides are then introduced to the solution resulting in selective acylation of the N1-position of the indazoles. This procedure can also be applied to the acylation of benzimidazoles and indoles. The reaction can also be performed using a 9 V battery without loss of reaction efficiency.

引用

页码：457 / 460

页数：4

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