CHEMISTRY OF THIENOPYRIDINES .7. MECHANISTIC STUDIES ON SYNTHESIS OF THIENO[2,3-C]PYRIDINE BY THERMOLYTIC CYCLIZATION

被引：25

作者：

KLEMM, LH

MCCOY, DR

SHABTAI, J

KIANG, WKT

机构：

[1] Department of Chemistry, University of Oregon, Eugene, Oregon

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1969年 / 6卷 / 06期

关键词：

D O I：

10.1002/jhet.5570060607

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A study was made of the formation of thieno[2,3‐c]pyridine (1) from hydrogen sulfide and 4‐vinylpyridine in a flow system at 630°. 2‐(4‐Pyridyl)ethanethiol and bis‐2‐(4‐pyridyl)ethyl sulfide were found to be likely intermediates. Based on these studies, there was devised a two‐step practical preparative method for I (optimum overall yield 58%) which consists of preliminary conversion of 4‐vinylpyridine to benzyl 2‐(4‐pyridyl)ethyl sulfide and subsequent thermolysis (at 605°) of this substance. Copyright © 1969 Journal of Heterocyclic Chemistry

引用

页码：813 / &

共 34 条

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