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

 

Authors: Costa, G.O.; Facchinetti, V.; Fernandes, G.O.G.; Pimentel, A.M.B.; Gomes, C.R.B.; Wardell, J.L.; Wardell, S.M.S.; De Souza, M.V.N.

Source: Letters in Organic Chemistry, v. 22(1), p. 61-69, 2025
Publisher: Bentham Science

 


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.

 


Document Type: Research Article
DOI: 10.2174/0115701786305078240521085708
Publication date: 28 de maio de 2024

 

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