A Mild, Fast, and Scalable Synthesis of Substituted α-Acyloxy Ketones via Multicomponent Reaction Using a Continuous Flow Approach

A continuous flow approach for the synthesis of α-acyloxy ketone derivatives from the corresponding arylglyoxals, isocyanides, and carboxylic acids is described. The target products were obtained in excellent yields in short residence times and with high purities via the first transcription of the m...

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Autores principales: Salvador, Carlos Eduardo M., Andrade, Carlos Kleber Z.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6690000/
https://www.ncbi.nlm.nih.gov/pubmed/31428597
http://dx.doi.org/10.3389/fchem.2019.00531
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author Salvador, Carlos Eduardo M.
Andrade, Carlos Kleber Z.
author_facet Salvador, Carlos Eduardo M.
Andrade, Carlos Kleber Z.
author_sort Salvador, Carlos Eduardo M.
collection PubMed
description A continuous flow approach for the synthesis of α-acyloxy ketone derivatives from the corresponding arylglyoxals, isocyanides, and carboxylic acids is described. The target products were obtained in excellent yields in short residence times and with high purities via the first transcription of the microwave-to-flow paradigm to the isocyanide-based Passerini reaction. Furthermore, this methodology allowed a 10-fold scale-up using the same experimental conditions initially established.
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spelling pubmed-66900002019-08-19 A Mild, Fast, and Scalable Synthesis of Substituted α-Acyloxy Ketones via Multicomponent Reaction Using a Continuous Flow Approach Salvador, Carlos Eduardo M. Andrade, Carlos Kleber Z. Front Chem Chemistry A continuous flow approach for the synthesis of α-acyloxy ketone derivatives from the corresponding arylglyoxals, isocyanides, and carboxylic acids is described. The target products were obtained in excellent yields in short residence times and with high purities via the first transcription of the microwave-to-flow paradigm to the isocyanide-based Passerini reaction. Furthermore, this methodology allowed a 10-fold scale-up using the same experimental conditions initially established. Frontiers Media S.A. 2019-07-30 /pmc/articles/PMC6690000/ /pubmed/31428597 http://dx.doi.org/10.3389/fchem.2019.00531 Text en Copyright © 2019 Salvador and Andrade. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Salvador, Carlos Eduardo M.
Andrade, Carlos Kleber Z.
A Mild, Fast, and Scalable Synthesis of Substituted α-Acyloxy Ketones via Multicomponent Reaction Using a Continuous Flow Approach
title A Mild, Fast, and Scalable Synthesis of Substituted α-Acyloxy Ketones via Multicomponent Reaction Using a Continuous Flow Approach
title_full A Mild, Fast, and Scalable Synthesis of Substituted α-Acyloxy Ketones via Multicomponent Reaction Using a Continuous Flow Approach
title_fullStr A Mild, Fast, and Scalable Synthesis of Substituted α-Acyloxy Ketones via Multicomponent Reaction Using a Continuous Flow Approach
title_full_unstemmed A Mild, Fast, and Scalable Synthesis of Substituted α-Acyloxy Ketones via Multicomponent Reaction Using a Continuous Flow Approach
title_short A Mild, Fast, and Scalable Synthesis of Substituted α-Acyloxy Ketones via Multicomponent Reaction Using a Continuous Flow Approach
title_sort mild, fast, and scalable synthesis of substituted α-acyloxy ketones via multicomponent reaction using a continuous flow approach
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6690000/
https://www.ncbi.nlm.nih.gov/pubmed/31428597
http://dx.doi.org/10.3389/fchem.2019.00531
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