Copper-catalyzed synthesis of benzo[b]thiophene-fused imidazopyridines via the cleavage of C-H bond and C-X bond

被引:28
|
作者
Huang, Hui [1 ]
Dang, Pan [1 ]
Wu, Lijun [1 ]
Liang, Yun [1 ]
Liu, Jianbing [1 ]
机构
[1] Hunan Normal Univ, Key Lab Assembly & Applicat Organ Funct Mol, Key Lab Chem Biol & Tradit Chinese Med Res, Minist Educ, Changsha 410081, Hunan, Peoples R China
关键词
K2S; Copper; Benzo[b]thiophene-fused imidazopyridines; Benzo[b]thiophene-fused indoles; REGIOSELECTIVE SULFENYLATION; DERIVATIVES; EFFICIENT; INDOLES; THIOLS; FUNCTIONALIZATION; CYCLIZATION; ANNULATION; THIOLATION; ALKALOIDS;
D O I
10.1016/j.tetlet.2015.12.091
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and straightforward approach to synthesize benzo[b]thiophene-fused imidazopyridines has been developed by tandem cross-coupling reaction of K2S with 2-(2-bromophenyl)imidazo[1,2-a]pyridines, and K2S as sulfur source constructed double C-S bonds via the cleavage of the C-H bond and the C-X bond. In addition, the optical properties of a library of benzo[b]thiophene-fused imidazopyridines were for the first time fully characterized. Moreover, this synthetic strategy could be applied in the preparation of benzo[b]thiophene-fused indoles. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:574 / 577
页数:4
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