AN IMPROVED SYNTHESIS OF BENZO[B]THIOPHENE AND ITS DERIVATIVES USING MODIFIED MONTMORILLONITE CLAY CATALYSTS

被引：12

作者：

CLARK, PD

KIRK, A

YEE, JGK

机构：

[1] Department of Chemistry, The University of Calgary, 2500 University Drive N.W., Calgary, Alta.

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 07期

关键词：

D O I：

10.1021/jo00112a010

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methods for the preparation of benzothiophene (3) and its derivatives by cyclization of phenylthioacetals (1) over ZnCl2-promoted montmorillonite clay are described. Reactions in solution resulted in only moderate (ca. 50%) yields of 3 and the formation of diphenyl disulfide (4) and uncharacterized products. The production of 4 was explained by coordination of 1 via its oxygen atom to active sites of the catalyst and subsequent bimolecular processes. Good to excellent yields (67-98%) of 3 and its derivatives were obtained using vapor phase techniques at 200-300 degrees C to promote the desired intramolecular cyclizations.

引用

页码：1936 / 1938

页数：3

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