A NEW ROUTE TO 1,3-DISUBSTITUTED BENZO[C]THIOPHENES

被引：32

作者：

OKUDA, Y ^{[1
]}

LAKSHMIKANTHAM, MV ^{[1
]}

CAVA, MP ^{[1
]}

机构：

[1] UNIV ALABAMA,DEPT CHEM,BOX 870336,TUSCALOOSA,AL 35487

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 21期

关键词：

D O I：

10.1021/jo00021a012

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile synthesis of 1,3-dichlorobenzo[c]thiophene 3 is described. Lithium-chlorine exchange of 3, followed by reaction with various electrophiles, provides a route to 1-acyl-3-chlorobenzo[c]thiophenes, as well as to the very stable 1,3-bis(tert-butyldimethylsilyl)benzo[c]thiophene (9). Compound 9 undergoes silyl replacement reactions with acylating agents, as well as an unusual oxidative desilylation by I2 or TiCl4, to give the capped disilylated dimer, trimer, and tetramer (16, 17, and 18) of benzo[c]thiophene.

引用

页码：6024 / 6026

页数：3

共 12 条

[1] SIMPLE SYNTHETIC ROUTE TO BENZO[C]THIOPHENE AND NAPHTHO[C]THIOPHENES [J].