Formation of furan derivatives from phenacyl bromides and sodium telluride; Attempted extension to coumarin synthesis.

S Padmanabhan, T Ogawa, H Suzuki

Index: Padmanabhan, Seetharamaiyer; Ogawa, Takuji; Suzuki, Hitomi Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 6 p. 2114 - 2116

Full Text: HTML

Citation Number: 11

Abstract

The enolates, generated from phenacyl bromides by sodium telluride, yield 2, 4-diarylfurans in addition to the expected dehalogenation products. No 1, 4-dicarbonyl compounds could be isolated even in the presence of excess oxidizing agent, copper (II) chloride. Condensation of 2-(methoxymethoxy) arenecarbaldehydes with ethyl bromoacetate in the presence of sodium telluride gave the expected α, β-unsaturated esters which resisted ...