Bulletin of the Chemical Society of Japan

Benzofuran derivatives. II. Synthesis of 2, 3-dihydrobenzofurans from ethyl 2-acylphenoxyacetates.

T Suzuki

Index: Suzuki, Tsuneo Bulletin of the Chemical Society of Japan, 1985 , vol. 58, # 10 p. 2821 - 2825

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Citation Number: 17

Abstract

Ethyl 3-alkyl-3-hydroxy-5-nitro-2, 3-dihydro-2-benzofurancarboxylates were obtained from the reaction of ethyl 2-acyl-4-nitrophenoxyacetates with potassium hydroxide in dry dioxane. The relative ratios of the cis and trans isomers with respect to C-2 and C-3 stereochemistry varied according to the structure of the acyl group. When the acyl group was acetyl, propionyl, or isobutyryl group, the cis isomers (2-alkoxycarbonyl groups and 3-hydroxyl ...