Ultrasound-assisted Synthesis of <i>β</i>-(N-arylamino)acrylates Derivatives, Key Intermediates of Biopotent Compounds-Reference-Cited by-同舟云学术

Ultrasound-assisted Synthesis of β-(N-arylamino)acrylates Derivatives, Key Intermediates of Biopotent Compounds

Published:2025-01 Issue:1 Volume:22 Page:61-69
ISSN:1570-1786
Container-title:Letters in Organic Chemistry
language:en
Short-container-title:LOC

Author:

de Oliveira Costa Gabriel¹,Facchinetti Victor²,Fernandes Gabriel Oliveira Guimarães²,Mol Pimentel Alexandra Mitidieri Bastos²,Gomes Claudia Regina Brandão²,Wardell James Lewis²,Wardell Solange Maria Silva²,De Souza Marcus Vinicius Nora²

Affiliation:

1. Departamento de Síntese de Fármacos e Bioativos, Farmanguinhos/Fiocruz, R. Sizenando Nabuco, 100, Manguinhos, 21041-250, Rio de Janeiro, RJ, Brazil

2. Departamento de Síntese de Fármacos e Bioativos, Farmanguinhos/Fiocruz, R. Sizenando Nabuco, 100, Manguinhos, 21041-250, Rio de Janeiro, RJ, Brazil

Abstract

Abstract: β-(N-arylamino)acrylates are building blocks of great industrial interest as they allow the obtention of a variety of heterocyclic substances, such as quinoline and pyridone derivatives. Therefore, the development of new methodologies for the synthesis of these substances is still of interest. In this work, fourteen β-(N-arylamino)acrylates were synthesized in a multigram scale from the reaction of mono- and di-substituted anilines with diethyl ethoxymethylenemalonate by sonochemistry (US) and the results compared to those obtained by conventional heating. The use of the US brought many benefits to these syntheses, including faster reactions and increased yields. The crystal structure of diethyl 2-(((2-chloro-5-nitrophenyl)amino)methylene)malonate is also reported.

Publisher

Bentham Science Publishers Ltd.