[8+2] CYCLOADDITIONS OF 2,4,6-CYCLOHEPTATRIENE-1-IMINES WITH CHLOROKETENES - FACILE AND HIGH-YIELD ONE-POT SYNTHESIS OF 1-AZAAZULEN-2(1H)-ONES

被引:26
作者
ITO, K [1 ]
SAITO, K [1 ]
TAKAHASHI, K [1 ]
机构
[1] NAGOYA INST TECHNOL, DEPT APPL CHEM, GOKISO CHO, SHOWA KU, NAGOYA, AICHI 466, JAPAN
关键词
D O I
10.1246/bcsj.65.812
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Simple heating of mixtures of N-arylcycloheptatriene-1-imines and acyl chlorides in the presence of an excess amount of triethylamine afforded 1-azaazulen-2(1H)-ones in high yields. The intermediacy of the [8 + 2] cycloadducts between the 2,4,6-cycloheptatriene-1-imines and ketenes were confirmed by their isolations. Analogous results were obtained with tropone hydrazones.
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页码:812 / 816
页数:5
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