Journal of heterocyclic chemistry

Synthesis of 1??(2??benzofurancarbonyl) azulenes using 1??(bromoacetyl) azulenes as new building blocks

S Yamashiro, K Imafuku

Index: Yamashiro, Satoko; Imafuku, Kimiaki Journal of Heterocyclic Chemistry, 2002 , vol. 39, # 4 p. 671 - 683

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Citation Number: 7

Abstract

Abstract 1-Acetylazulene (1) was treated with trimethylphenylammonium tribromide in refluxing chloroform to afford 1-acetyl-3-bromoazulene (3) and 3-bromo-1-(bromoacetyl) azulene (4). In a similar manner, 3-methyl-, 3-ethyl-, 3-propyl-, and 3-methoxycarbonyl- substituted 1-acetylazulenes 2a-d gave the corresponding 3-substituted 1-(bromoacetyl) azulenes 5a-d as major products and 1-(dibromoacetyl) azulenes 6a-d as minor ones. ...