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Article

Keto-Enol Tautomerism in Passerini and Ugi Adducts

1
Departamento de Química, Facultad de Ciencias, Universidad de Burgos, 09001 Burgos, Spain
2
Departamento de Didáctica de las Matemáticas y las Ciencias Experimentales, Facultad de Educación, Universidad Internacional de La Rioja, 26006 Logroño, Spain
*
Authors to whom correspondence should be addressed.
Academic Editors: Ana Maria Gomez Neo and Carlos Fernández Marcos
Molecules 2021, 26(4), 919; https://doi.org/10.3390/molecules26040919
Received: 11 January 2021 / Revised: 1 February 2021 / Accepted: 5 February 2021 / Published: 9 February 2021
(This article belongs to the Special Issue New Approach in Multicomponent Reactions)
The use of arylglyoxal as starting material in Passerini and Ugi reactions affords β-ketoamides. 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. View Full-Text
Keywords: Keto-enol tautomerism; Passerini adduct; Ugi adduct; lactone; lactame; 2-hydroxyglutaric acid Keto-enol tautomerism; Passerini adduct; Ugi adduct; lactone; lactame; 2-hydroxyglutaric acid
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MDPI and ACS Style

Pertejo, P.; Sancho-Medina, A.; Hermosilla, T.; González-Saiz, B.; Gómez-Ayuso, J.; Quesada, R.; Moreno, D.; Carreira-Barral, I.; García-Valverde, M. Keto-Enol Tautomerism in Passerini and Ugi Adducts. Molecules 2021, 26, 919. https://doi.org/10.3390/molecules26040919

AMA Style

Pertejo P, Sancho-Medina A, Hermosilla T, González-Saiz B, Gómez-Ayuso J, Quesada R, Moreno D, Carreira-Barral I, García-Valverde M. Keto-Enol Tautomerism in Passerini and Ugi Adducts. Molecules. 2021; 26(4):919. https://doi.org/10.3390/molecules26040919

Chicago/Turabian Style

Pertejo, Pablo, Andrea Sancho-Medina, Tomás Hermosilla, Beatriz González-Saiz, Javier Gómez-Ayuso, Roberto Quesada, Daniel Moreno, Israel Carreira-Barral, and María García-Valverde. 2021. "Keto-Enol Tautomerism in Passerini and Ugi Adducts" Molecules 26, no. 4: 919. https://doi.org/10.3390/molecules26040919

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