Literature DB >> 26053131

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

Carole Guyon1, Marie-Christine Duclos, Marc Sutter, Estelle Métay, Marc Lemaire.   

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.

Entities:  

Year:  2015        PMID: 26053131     DOI: 10.1039/c5ob00849b

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  3 in total

1.  A new red fluorophore with aggregation enhanced emission by an unexpected "One-step" protocol.

Authors:  Rui Wang; Meili Hou; Zhigang Xu; Luxi Tan; Cheng Zhong; Linna Zhu
Journal:  RSC Adv       Date:  2018-05-18       Impact factor: 4.036

2.  A base promoted one pot solvent free version of the Ramachary reductive coupling/alkylation reaction for the synthesis of 2,2-disubstituted ethyl cyanoacetates.

Authors:  Guangyou Jiang; Min Liu; Dongmei Fang; Ping Tan; Min Huang; Taiping Zhou; Zhenju Jiang; Zhihong Xu; Zhouyu Wang
Journal:  RSC Adv       Date:  2018-02-28       Impact factor: 3.361

3.  Intramolecular Phosphine-Promoted Knoevenagel Based Redox-Reaction.

Authors:  Niklas Feuge; Jan C Namyslo; Dieter E Kaufmann; René Wilhelm
Journal:  Molecules       Date:  2022-07-29       Impact factor: 4.927

  3 in total

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