Keto-Enol Tautomerism in Passerini and Ugi Adducts

The use of arylglyoxal as starting material in Passerini and Ugi reactions affords βketoamides. This has allowed to study keto-enol tautomerism in these systems and assess the way in which the presence of acyloxy or aminoacyl groups bound to the C2 position affects such tautomerism, and to investiga...

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Detalhes bibliográficos
Autores: Pertejo Fernández, Pablo, Sancho Medina, Andrea, Hermosilla, Tomás, González Saiz, Beatriz, Gómez Ayuso, Javier, Quesada Pato, Roberto, Moreno Mediavilla, Daniel, Carreira Barral, Israel, García Valverde, María
Tipo de documento: artigo
Estado:Versão publicada
Data de publicação:2021
País:España
Recursos:Universidad de Burgos (UBU)
Repositório:Repositorio Institucional de la Universidad de Burgos (RIUBU)
OAI Identifier:oai:riubu.ubu.es:10259/8613
Acesso em linha:http://hdl.handle.net/10259/8613
Access Level:Acceso aberto
Palavra-chave:Keto-enol tautomerism
Passerini adduct
Ugi adduct
Lactone
Lactame
2-hydroxyglutaric acid
Química orgánica
Chemistry, Organic
Descrição
Resumo:The use of arylglyoxal as starting material in Passerini and Ugi reactions affords βketoamides. This has allowed to study keto-enol tautomerism in these systems and assess the way in which the presence of acyloxy or aminoacyl groups bound to the C2 position affects such tautomerism, and to investigate the reactivity of both the enol and carbonyl forms. In this work we also prove the versatility of the Passerini reaction, since depending on the conditions to which the corresponding adducts are subjected different products of synthetic interest can be obtained.