Synthesis and some reactions of ethyl (2-alkylimino-1,2-dihydro-1-azaazulen-1-yl)acetates

被引：7
|
作者：
Abe, N [1 ]
Fukumoto, Y
Fujii, H
Kakehi, A
机构：
[1] Yamaguchi Univ, Fac Sci, Dept Chem, Yamaguchi 7538512, Japan
[2] Shinshu Univ, Fac Engn, Dept Chem & Mat Engn, Wakasato, Nagano 3808553, Japan
来源：
HETEROCYCLES | 2002年 / 56卷 / 1-2期
关键词：
D O I：
10.3987/COM-01-S(K)14
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Ethyl (2-alkylimino-1,2-dihydro-1-azaazulen-1-yl)acetates (3) were synthesized from 2-alkylamino-1-ethoxycarbonylmethyl-1-azaazulenium salts, which were produced from 2-alkylamino-1-azaazulenes with ethyl bromoacetate. Reaction of 3 with acid anhydrides gave the mesoionic anhydro-3-acyl-1-alkyl-2-hydroxy-1,3a-diazacyclopent[a]azulenium hydroxide. Polar cycloaddition of 3 with methyl propiolate gave methyl 2-alkyl-1-oxo-1,2-dihydro-2,9b-diazaindeno[3,3a,4,5-bcd]azulene-8-carboxylate and 3-ethyl 5-methyl 2-alkylamino-2a-azabenz[cd]azulene-3,5-dicarboxylate.
引用
收藏
页码：171 / 180
页数：10
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