Tetrahedron Letters

Base-induced photorearrangements from 3-styrylfurans to 2-methylnaphthalenes

JH Ho, TH Lee, CK Lo, CL Chuang

文献索引：Ho, Jinn-Hsuan; Lee, Tunng-Hsien; Lo, Chia-Kai; Chuang, Chao-Li Tetrahedron Letters, 2011 , vol. 52, # 52 p. 7199 - 7201

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被引用次数: 7

摘要

Irradiation of 3-(4-substituted styryl) furans in basic media yielded a series of 7-substituted-2- methylnaphthalenes, including methoxy, isopropyl, ethyl, methyl, fluoro, and cyano substituents. This base-induced photorearrangement involves cis–trans photoisomerization, 6e photocyclization, base-induced elimination, and a Norrish Type I photoreaction and is a novel method to synthesize unsymmetrical 2, 7-disubstituted naphthalenes.