Synthesis 2021; 53(07): 1285-1291
DOI: 10.1055/s-0040-1705940
paper

Reductive Knoevenagel Condensation with the Zn–AcOH System

Konstantin L. Ivanov
,
Mikhail Ya. Melnikov
,
Ekaterina M. Budynina
Research was supported by the Russian Foundation for Basic Research, grant number 18-03-00549.


Abstract

An efficient gram-scale one-pot approach to 2-substituted malonates and related structures is developed, starting from commercially available aldehydes and active methylene compounds. The technique combines Knoevenagel condensation with the reduction of the C=C bond in the resulting activated alkenes with the Zn–AcOH system. The relative ease with which the C=C bond reduction occurs can be traced to the accepting abilities of the substituents in the intermediate arylidene malonates.

Supporting Information



Publication History

Received: 21 May 2020

Accepted after revision: 16 September 2020

Article published online:
29 October 2020

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