SEQUENTIAL[3,3]SIGMATROPIC REARRANGEMENT OF 1-ARYLOXY-4-(4'-COUMARINYLOXY)BUT-2-YNES

被引：15

作者：

MAJUMDAR, KC

DAS, DP

JANA, GH

机构：

[1] Department of Chemistry, University of Kalyani, West Bengal

来源：

SYNTHETIC COMMUNICATIONS | 1993年 / 23卷 / 15期

关键词：

D O I：

10.1080/00397919308018612

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-Aryloxy-4-(4'-coumarinyloxy) but-2-ynes (4) when subjected to thermal rearrangement in refluxing N,N-diethyl aniline gave 4-methyl-3-(2'-hydroxyphenyl)pyrano[3,2- c][1]benzopyran-5(4H)-one derivatives (5). The same products (5) were also obtained when 4-aryloxymethyl pyrano[3,2-c][1]benzopyran-5(2H)-ones (6) were refluxed in N,N-diethyl aniline for 5 hr. These phenolic products (5) were characterised by the preparation of their acetate derivatives with acetic anhydride and pyridine. Addition of toluene-4-sulphonic acid during the thermal rearrangement of 4 or 6 showed no effect in the formation of the product.

引用

页码：2171 / 2183

页数：13

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