The Sensitized Photooxidation of Methoxycycloheptatrienes. The Synthesis of α-, β-, and γ-Tropolones

M Yagihara, Y Kitahara, T Asao

Index: Yagihara, Morio; Kitahara, Yoshio; Asao, Toyonobu Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 1 p. 236 - 238

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Citation Number: 2

Abstract

The sensitized photooxidation of 7-methoxycycloheptatriene (7-methoxytropilidene) afforded [4+ 2] cycloadduct (2), tropone, benzaldehyde and their 2-methoxy derivatives. Thermal isomerization of 2 followed by the treatment with alumina yielded 4-methoxytropone. The photooxidation of 1-methoxytropilidene gave 4-hydroxytropone and o- methoxybenzaldehyde, and the photooxidation of 3-methoxytropilidene followed by the ...