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.
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收藏
页码：2171 / 2183
页数：13
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