Tetrahedron

A convenient ring formation of 3-aryl-2, 2-dialkyl-2, 3-dihydrobenzofurans from phenols and 2-aryl-2, 2-dialkylacetaldehydes

M Yamashita, Y Ono, H Tawada

Index: Yamashita, Makoto; Ono, Yujirou; Tawada, Hiroyuki Tetrahedron, 2004 , vol. 60, # 12 p. 2843 - 2849

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Citation Number: 12

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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