Electrochemical Formation of N-Acyloxy Amidyl Radicals and Their Application: Regioselective Intramolecular Amination of sp2 and sp3 C-H Bonds

被引：154

作者：

Zhang, Sheng ^{[1
]}

Li, Lijun ^{[1
]}

Xue, Mengyu ^{[1
]}

Zhang, Ruike ^{[1
]}

Xu, Kun ^{[1
,2
]}

Zeng, Chengchu ^{[2
]}

机构：

[1] Nanyang Normal Univ, Coll Chem & Pharmaceut Engn, Nanyang 473061, Peoples R China

[2] Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 12期

基金：

中国博士后科学基金;

关键词：

COUPLED ELECTRON-TRANSFER; CYCLIZATION REACTIONS; ROOM-TEMPERATURE; ACTIVATION; PHENANTHRIDINONES; GENERATION; ALKENES; ELECTROSYNTHESIS; DERIVATIVES; AMIDATION;

D O I：

10.1021/acs.orglett.8b00981

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Electrochemical generation of N-acyloxy amidyl radicals via an inner-sphere electron-transfer process is described for the first time. With NaBr as the catalyst and electrolyte, the in situ generated amidyl radicals undergo intramolecular C(sp(2)/sp(3))-H aminations to give lactams with unprecedented regio- and chemoselectivities. Moreover, the synthetic utility of current method is demonstrated by the synthesis of PJ34 and Phenaglaydon.

引用

页码：3443 / 3446

页数：4

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