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http://ir.ncue.edu.tw/ir/handle/987654321/16873
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Title: | Phenyl-Carbonyl Coupling Reactions Promoted by Samarium Diiodide and Hexamethylphosphoramide |
Authors: | Shiue, Jiann-Shyng;Lin, Mei-Huey;Fang, Jim-Min |
Contributors: | 化學系 |
Date: | 1997-07
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Issue Date: | 2013-06-06T02:33:18Z
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Publisher: | American Chemical Society |
Abstract: | 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. |
Relation: | The Journal of Organic Chemistry, 62(14): 4643-4649 |
Appears in Collections: | [化學系] 期刊論文
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