Bulletin of the Chemical Society of Japan

Synthesis of 1, 1′-, 2, 2′-, 1, 2′-, and 2, 6′-Biazulenes and Their Derivatives by Ullmann Reaction

T Morita, K Takase

Index: Morita, Tadayoshi; Takase, Kahei Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 4 p. 1144 - 1152

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Citation Number: 35

Abstract

Four kinds of biazulenes, 1, 1′-(1a), 2, 2′-(2a), 1, 2′-(3a), and 2, 6′-biazulenes (4a), and their derivatives were synthesized by utilizing Ullmann-type coupling of haloazulene derivatives. Ullmann reaction of ethyl 3-iodo-(5a) and 2-iodoazulene-1-carboxylates (6b) gave diethyl 1, 1′-biazulene-3, 3′-dicarboxylate (1b) and diethyl 2, 2′-biazulene-1, 1′- dicarboxylate (2b), respectively, in excellent yields. The reaction of 2-iodoazulene gave 2a ...