Synthetic communications

Bromination of azulene derivatives with sodium monobromoisocyanurate

T Sumida, S Kikuchi, K Imafuku

Index: Sumida, Toshiaki; Kikuchi, Shigeru; Imafuku, Kimiaki Synthetic Communications, 2004 , vol. 34, # 23 p. 4273 - 4284

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Citation Number: 8

Abstract

Abstract Methyl azulene??1??carboxylate (2) and 1??acetylazulene (3) were treated with sodium monobromoisocyanurate (SMBI)(1) to give 3??bromo??substituted azulenes 5 and 6, respectively. The brominations in dichloromethane gave the brominated products in low yields, while the reactions in dichloromethane–water gave the products in high yields. This indicates that SMBI (1) was hydrolyzed in the presence of water to generate hypobromic ...