New methodology for the synthesis of thiobarbiturates mediated by manganese(III) acetate

Ahlem Bouhlel; Christophe Curti; Patrice Vanelle

doi:10.3390/molecules17044313

New methodology for the synthesis of thiobarbiturates mediated by manganese(III) acetate

Molecules. 2012 Apr 10;17(4):4313-25. doi: 10.3390/molecules17044313.

Authors

Ahlem Bouhlel¹, Christophe Curti, Patrice Vanelle

Affiliation

¹ Laboratoire de Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, Institut de Chimie Radicalaire ICR, UMR 7273, Aix-Marseille Univ, CNRS, 27 Bd Jean Moulin, CS 30064, 13385 Marseille Cedex 05, France.

Abstract

A three step synthesis of various thiobarbiturate derivatives 17-24 was established. The first step is mediated by Mn(OAc)₃, in order to generate a carbon-carbon bond between a terminal alkene and malonate. Derivatives 1-8 were obtained in moderate to good yields under mild conditions. This key step allows synthesis of a wide variety of lipophilic thiobarbiturates, which could be tested for their anticonvulsive or anesthesic potential.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acetates / chemistry*
Chemistry Techniques, Synthetic / methods*
Organometallic Compounds / chemistry*
Thiobarbiturates / chemical synthesis*

Substances

Acetates
Organometallic Compounds
Thiobarbiturates
manganese(III) acetate dihydrate