Electrochemical reduction of 5-benzylidene thiazolidine-2,4-diones: a greener approach to the preparation of glitazone APIs-Reference-Cited by-同舟云学术

Electrochemical reduction of 5-benzylidene thiazolidine-2,4-diones: a greener approach to the preparation of glitazone APIs

Published:2023 Issue:61 Volume:59 Page:9404-9407
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

de Castro Pedro P.¹^ORCID,Martins Guilherme M.¹^ORCID,Gomes Ronewalber B.¹,Simoso Guilherme B.¹,Amarante Giovanni W.²^ORCID,Brocksom Timothy J.¹,de Oliveira Kleber T.¹^ORCID

Affiliation:

1. Department of Chemistry, Federal University of São Carlos, São Carlos, São Paulo, 13565-905, Brazil

2. Department of Chemistry, Federal University of Juiz de Fora, Campus Martelos, Juiz de Fora, Minas Gerais, 36036-900, Brazil

Abstract

A greener, simple and safe methodology for the chemoselective reduction of benzylidene thiazolidine-2,4-diones and heterocycles is described. To demonstrate the synthetic utility of this transformation, Pioglitazone API was prepared in 81% yield.

Funder

Fundação de Amparo à Pesquisa do Estado de São Paulo

Fundação de Amparo à Pesquisa do Estado de Minas Gerais

Coordenação de Aperfeiçoamento de Pessoal de Nível Superior

Conselho Nacional de Desenvolvimento Científico e Tecnológico

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2023/CC/D3CC02363J

Reference24 articles.

1. Highly Selective Catalysts for the Hydrogenation of Unsaturated Aldehydes: A Review

2. Geometric and Electronic Effects in Hydrogenation Reactions

3. A Hantzsch Amido Dihydropyridine as a Transfer Hydrogenation Reagent for α,β-Unsaturated Ketones

4. Precise control of selective hydrogenation of α,β-unsaturated aldehydes in water mediated by ammonia borane

5. N,N-Dimethylformamide as Hydride Source in Nickel-Catalyzed Asymmetric Hydrogenation of α,β-Unsaturated Esters