The Journal of organic chemistry

Regioselective Preparation of Benzo [b] furans from Phenols and α-Bromoketones

L Arias, Y Vara, FP Cossío

Index: Arias, Leire; Vara, Yosu; Cossio, Fernando P. Journal of Organic Chemistry, 2012 , vol. 77, # 1 p. 266 - 275

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Citation Number: 29

Abstract

In this paper, a fully regiocontrolled synthesis of either 2-and 3-substituted benzo [b] furans is described. Direct reaction between phenols and α-bromoacetophenones in the presence of neutral alumina yields 2-substituted benzo [b] furans with complete regiocontrol. When a basic salt such as potassium carbonate is used, the corresponding 2-oxoether is obtained. Cyclization of these latter compounds promoted by neutral alumina yields the ...