Base-induced photorearrangements from 3-styrylfurans to 2-methylnaphthalenes |
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| Authors: | Jinn-Hsuan Ho Tunng-Hsien LeeChia-Kai Lo Chao-Li Chuang |
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| Affiliation: | Department of Chemical Engineering, National Taiwan University of Science and Technology, Sec. 4, No. 43, Keelung Road, Taipei 10607, Taiwan |
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| Abstract: | 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. |
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| Keywords: | Base-induced photorearrangement Photocyclization 3-Styrylfurans 2-Methylnaphthalenes |
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