ACID-CATALYZED REARRANGEMENT OF CYCLOBUTANOLS - A NOVEL REARRANGEMENT

被引：10
作者：
LEERUFF, E
ABLENAS, FJ
机构：
[1] Department of Chemistry, York University, Toronto,ON,M3J 1P3, Canada
来源：
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1987年 / 65卷 / 07期
关键词：
D O I：
10.1139/v87-278
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The acid-catalysed dehydration-rearrangement reaction of α-thienyl cyclobutanols 3 and 4 resulted in the formation of tetrahydronaphtho[2,3-b]thiophenes 5a and 6a. The rearrangement to the linearly fused PAH system instead of the expected angularly fused system reflects α-scission of the cyclobutyl ring. A mechanism based on deuterium labelling studies is proposed to account for the product formation.
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页码：1663 / 1667
页数：5
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