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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