Unmasking Dipole Character of Acyl Ketene Dithioacetals via a Cascade Reaction with Arynes: Synthesis of Benzo[b]thiophenes

被引：32

作者：

Garg, Parul ^{[1
]}

Singh, Anand ^{[1
]}

机构：

[1] Indian Inst Technol Kanpur, Dept Chem, Kanpur 208016, Uttar Pradesh, India

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 05期

关键词：

NUCLEOPHILIC-SUBSTITUTION; EFFICIENT SYNTHESIS; 3+2 CYCLOADDITION; BOND FORMATION; H BOND; TRIARYLMETHANES; ARYLATION; POTENT; DERIVATIVES; ALKYNES;

D O I：

10.1021/acs.orglett.8b00053

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unusual strategy toward novel substituted benzo[b]-thiophenes has been developed. The generation of arynes in the presence of acyl ketene dithioacetals resulted in a cascade reaction involving [3 + 2] cydoaddition, and a dealkylative arylation of a thioether moiety to afford 2,3-disubstuted benzo[b]thiophenes. This route represents an expeditious approach to benzothiophenes that employs acyl ketene dithioacetals as dipoles.

引用

页码：1320 / 1323

页数：4

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