Synthesis and Redox Behavior of 1??Azulenyl Sulfides and Efficient Synthesis of 1, 1′??Biazulenes

T Shoji, J Higashi, S Ito, K Toyota…

Index: Shoji, Taku; Higashi, Junya; Ito, Shunji; Toyota, Kozo; Asao, Toyonobu; Yasunami, Masafumi; Fujimori, Kunihide; Morita, Noboru European Journal of Organic Chemistry, 2008 , # 7 p. 1242 - 1252

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Citation Number: 12

Abstract

Abstract The reaction of azulenes with several sulfoxides in the presence of acid anhydrides to afford the corresponding 1-azulenylsulfonium and 1, 3-azulenediyldisulfonium ions is reported. The subsequent conversion of these ions in high yields into 1-azulenyl methyl and phenyl sulfides and 1, 3-bis (methyl-and phenylthio) azulenes through treatment with diethylamine is also described. Reaction of the 1-azulenyl sulfides with MCPBA afforded 1 ...