National Changhua University of Education Institutional Repository : Item 987654321/16873
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題名: Phenyl-Carbonyl Coupling Reactions Promoted by Samarium Diiodide and Hexamethylphosphoramide
作者: Shiue, Jiann-Shyng;Lin, Mei-Huey;Fang, Jim-Min
貢獻者: 化學系
日期: 1997-07
上傳時間: 2013-06-06T02:33:18Z
出版者: American Chemical Society
摘要: By mediation of samarium diiodide and hexamethylphosphoramide, benzaldehydes and acetophenones underwent self- and cross-couplings to give the products having linkages at the para-carbons of phenyl rings and the carbonyl groups. The phenyl−carbonyl coupling of 2,5-dimethoxybenzaldehyde generated a Sm(III)−enolate intermediate, which was trapped by alkyl halides in a stereospecific manner to give uncommon 1,4-dialkyl-2,5-cyclohexadiene-1-carboxaldehydes. The benzaldehydes bearing tethered carbonyl chains proceeded with intramolecular phenyl−carbonyl couplings to afford fused benzocycles.
關聯: The Journal of Organic Chemistry, 62(14): 4643-4649
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