Formation of furan derivatives from phenacyl bromides and sodium telluride; Attempted extension to coumarin synthesis.
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概要
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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-6<I>H</I>,12<I>H</I>-dibenzo[<I>b</I>,<I>f</I>]-[1,5]dioxocin as the major product.
- 公益社団法人 日本化学会の論文
著者
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Ogawa Takuji
Department Of Chemistry Faculty Of Science Ehime University
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Suzuki Hitomi
Deparment Of Chemistry School Of Science Kwansei Gakuin University
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Padmanabhan Seetharamaiyer
Department of Chemistry, Faculty of Science, Ehime University
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