Reductive alkylation of active methylene compounds with carbonyl derivatives, calcium hydride and a heterogeneous catalyst†,10.1039/C5OB00849B

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Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

Reductive alkylation of active methylene compounds with carbonyl derivatives, calcium hydride and a heterogeneous catalyst†

Carole Guyon,Marie-Christine Duclos,Marc Sutter,Estelle Métay,Marc Lemaire

Organic & Biomolecular Chemistry Pub Date : 05/29/2015 00:00:00 , DOI:10.1039/C5OB00849B

Abstract

A one-pot two-step reaction (Knoevenagel condensation – reduction of the double bond) has been developed using calcium hydride as a reductant in the presence of a supported noble metal catalyst. The reaction between carbonyl compounds and active methylene compounds such as methylcyanoacetate, 1,3-dimethylbarbituric acid, dimedone and the more challenging dimethylmalonate, affords the corresponding monoalkylated products in moderate to good yields (up to 83%) with minimal reduction of the starting carbonyl compounds.