Synthesis of 2-Substituted Azulenes by Nucleophilic Substitution Reactions of 2-Haloazulene Derivatives

T Nozoe, S Seto, S Matsumura

Index: Nozoe,T. et al. Bulletin of the Chemical Society of Japan, 1962 , vol. 35, p. 1990 - 1998

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Citation Number: 66

Abstract

Quantum mechanical calculation as to the position of attack on azulenes by nucleophilic reagents, first made by Brown13, showed that■ such reactions should result in substitution in the 4-(or 8-) and 6-positions. The susceptibility• of the 4-position to nucleophilic attack was proved by an ether exchange reaction converting ethyl 4-methoxyazulenecarboxylate into 4- ethoxyazulenecarboxylate2:). According to the result of the ground state electron density ...