104862-27-3Relevant academic research and scientific papers
Benzofuran Derivatives. II. Synthesis of 2,3-Dihydrobenzofurans from Ethyl 2-Acylphenoxyacetates
Suzuki, Tsuneo
, p. 2821 - 2825 (2007/10/02)
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 groups are cis) were exclusively obtained in high yields.On the other hand, a nearly equimolecular amount of the cis and trans isomers was obtained from the reaction of 2-formyl derivatives under the same conditions.
