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

被引:11
作者
Yamashita, M [1 ]
Ono, Y [1 ]
Tawada, H [1 ]
机构
[1] Takeda Chem Ind Ltd, Chem Dev Labs, Yodogawa Ku, Osaka 5328686, Japan
关键词
2.3-dihydrobenzofurans; phenols; aldehydes; Wagner-Meerwein rearrangement;
D O I
10.1016/j.tet.2004.01.077
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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-2,2dialkyl-2,3-dihydrobenzofurans in good yield. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2843 / 2849
页数:7
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