A convenient route for the synthesis of 2H-1-benzopyranes

Abstract

2H-1-Benzopyrans were synthesized by the reaction of 2-hydroxybenzaldehydes and allyl bromide in the presence of powdered tin. From the reaction of 2-hydroxy-4,5-dimethoxybenzaldehyde and 2-methyl-3-bromo-1-propene the natural product 2,2-dimethyl-6,7-dimethoxybenzopyrane (I), presented in Ageratum houstonianm, was synthesized (yield 50%). The mechanism of reaction which leads to 2H-benzopyranes was suggested.

Key words: SELECTIVITY, BENZOPYRAN P, ADDITION REACTION, SYNTHESIS METHODS, BIOACTIVE SUBSTANCE, AGASTACHE RUGOSA

CLC Number:

O621

Cite this article

HUANG BANGZOU;ZHU TIANMIN;YU XUEJUN;JIN JIZHU;WU SHIHUI. A convenient route for the synthesis of 2H-1-benzopyranes[J]. Chin. J. Org. Chem., 1989, 9(6): 552-554.

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