A convenient ring formation of 3-aryl-2,2-dialkyl-2,3-dihydrobenzofurans from phenols and 2-aryl-2,2-dialkylacetaldehydes |
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Authors: | Makoto Yamashita Yujirou Ono Hiroyuki Tawada |
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Affiliation: | Chemical Development Laboratories, Takeda Chemical Industries, Ltd, 2-17-85 Jusohonmachi, Yodogawa-ku, Osaka 532-8686, Japan |
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Abstract: | A new and simple route for the preparation of 3-aryl-2,2-dialkyl-2,3-dihydrobenzofurans from phenols is described. In the presence of an acid catalyst phenols react with 2-aryl-2,2-dialkylacetaldehydes, prepared in good yield from 2-arylacetonitriles in 2 steps, to give 3-aryl-2,2-dialkyl-2,3-dihydrobenzofurans. Electron-donating substituents were required on the phenols in order to give 3-aryl-2,2-dialkyl-2,3-dihydrobenzofurans in good yield. |
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Keywords: | 2,3-Dihydrobenzofurans Phenols Aldehydes Wagner-Meerwein rearrangement |
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