Photochemical Lumiketone-Type Rearrangement of 3-Methoxyphenol Promoted by AlBr3.

K Kakiuchi, M Ue, B Yamaguchi, A Nishimoto…

文献索引：Kakiuchi, Kiyomi; Ue, Masaki; Yamaguchi, Bunji; Nishimoto, Atsushi; Tobe, Yoshito Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 11 p. 3468 - 3470

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被引用次数: 8

摘要

Irradiation of 3-methoxyphenol in the presence of 2 equiv of AlBr 3 in CH 2 Cl 2 gave 4- methoxybicyclo [3.1. 0] hex-3-en-2-one in a 38% yield. 3-Methoxy-2-methylphenol also yielded the lumiketone rearrangement product. On the other hand, 3-methoxy-4-methyl-, 3- methoxy-5-methyl-, and 5-methoxy-2-methylphenol underwent transposition of the methyl group to give equilibrium mixtures of the three methoxycresols.