Organic Chemistry Portal

Abstracts

Search:

Decarboxylative Claisen Condensations with Substituted Malonic Acid Half Oxyesters

Tania Xavier, Parvine Tran, Apolline Gautreau, Erwan Le Gall, Marc Presset*

*Université Paris Est Créteil, CNRS, ICMPE, UMR 7182, 2 rue Henri Dunant, 94320 Thiais, France, Email: marc.pressetu-pec.fr

T. Xavier, P. Tran, A. Gautreau, E. Le Gall, M. Presset, Synthesis, 2023, 55, 598-608.

DOI: 10.1055/a-1950-5110


see article for more reactions

Abstract

The reaction of magnesium enolates of substituted malonic acid half oxyesters (SMAHOs) as pronucleophiles with various acyl donors allows the synthesis of functionalized α-substituted β-keto esters in good yields. In addition to acyl chlorides and acid anhydrides, the conditions for this decarboxylative Claisen condensation proved also efficient for the use of carboxylic acids as acylating agents.

see article for more examples



Key Words

Claisen condensation, carboxylic acids, decarboxylation, acylation


ID: J66-Y2023