79421-36-6Relevant academic research and scientific papers
Formation of Furan Derivatives from Phenacyl Bromides and Sodium Telluride; Attempted Extension to Coumarin Synthesis
Padmanabhan, Seetharamaiyer,Ogawa, Takuji,Suzuki, Hitomi
, p. 2114 - 2116 (2007/10/02)
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 cyclization to yield the desired coumarin derivatives.Attempted intramolecular Reformatsky-type reaction of 2-(bromoacetoxy)benzaldehyde gave only 6,12-epoxy-6H,12H-dibenzo-dioxocin as the major product.
