Copper-Catalyzed Selenylation of Imidazo[1,2-a]pyridines with Selenium Powder via a Radical Pathway

被引：65

作者：

Sun, Pengfei ^{[1
]}

Jiang, Min ^{[2
]}

Wei, Wei ^{[1
]}

Min, Yuanyuan ^{[3
]}

Zhang, Wen ^{[1
]}

Li, Wanhui ^{[1
]}

Yang, Daoshan ^{[1
]}

Wang, Hua ^{[1
]}

机构：

[1] Qufu Normal Univ, Sch Chem & Chem Engn, Inst Med & Mat Appl Technol, Qufu 273165, Shandong, Peoples R China

[2] Tsinghua Univ, Minist Educ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China

[3] Qufu Normal Univ, Lab & Equipment Management Dept, Qufu 273165, Shandong, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 06期

基金：

中国国家自然科学基金;

关键词：

C-H BOND; CROSS-COUPLING REACTIONS; ARYL HALIDES; FUNCTIONALIZATION; DISELENIDES; LIGAND; ACIDS; CHALCOGENATION; DERIVATIVES; TRANSITION;

D O I：

10.1021/acs.joc.6b02865

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient and efficient approach for the formation of nitrogen heterocycle-fused imidazo[1,2-a]pyridine and benzo[b]selenophenes has been developed through copper-catalyzed direct selenylation of readily available 2-(2-bromophenyl)imidazo[1,2-a]pyridines via regioselective cleavage of C(sp(2)) Br and C(sp(2)) H bonds using readily available selenium powder as the selenylating reagents under ligand-and base-free conditions in air. Preliminary mechanistic investigations indicated that radical species were involved in the present transformation. [GRAPHICS]

引用

页码：2906 / 2913

页数：8

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