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
收藏
页码：2906 / 2913
页数：8
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