Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzothiophenes via the Annulation of Aryl Sulfides with Alkynes

被引:53
|
作者
Masuya, Yoshihiro [1 ]
Tobisu, Mamoru [2 ]
Chatani, Naoto [1 ]
机构
[1] Osaka Univ, Dept Appl Chem, Fac Engn, Suita, Osaka 5650871, Japan
[2] Osaka Univ, Grad Sch Engn, Ctr Atom & Mol Technol, Suita, Osaka 5650871, Japan
关键词
C-H ACTIVATION; ESTROGEN-RECEPTOR MODULATORS; CARBON-SILICON BOND; RADICAL CYCLIZATION; INTERNAL ALKYNES; VISIBLE-LIGHT; HETEROCYCLES; CLEAVAGE; DERIVATIVES; PERFORMANCE;
D O I
10.1021/acs.orglett.6b02055
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new method has been developed for the synthesis of 2,3-disubstituted benzothiophenes involving the palladium-catalyzed annulation of aryl sulfides with alkynes. This convergent approach exhibited good functional group tolerance, providing rapid access to a diverse array of derivatives from simple, readily available starting materials. This protocol can also be used to synthesize 2-silyl-substituted benzothiophenes, which can be used as versatile platforms for the synthesis of 2,3-unsymmetrically substituted benzothiophenes.
引用
收藏
页码:4312 / 4315
页数:4
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