Ascorbic Acid-Initiated Tandem Radical Cyclization of N-Arylacrylamides to Give 3,3-Disubstituted Oxindoles

An ascorbic acid-promoted and metal-free tandem room temperature cyclization of N-arylacrylamides with 4-nitrobenzenediazonium generated in situ was developed. This reaction proceeds smoothly through a radical mechanism and provides an environmentally friendly alternative approach to biologically ac...

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Detalles Bibliográficos
Autores principales: Liu, Sheng, Cheng, Pi, Liu, Wei, Zeng, Jian-Guo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332015/
https://www.ncbi.nlm.nih.gov/pubmed/26343622
http://dx.doi.org/10.3390/molecules200915631
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author Liu, Sheng
Cheng, Pi
Liu, Wei
Zeng, Jian-Guo
author_facet Liu, Sheng
Cheng, Pi
Liu, Wei
Zeng, Jian-Guo
author_sort Liu, Sheng
collection PubMed
description An ascorbic acid-promoted and metal-free tandem room temperature cyclization of N-arylacrylamides with 4-nitrobenzenediazonium generated in situ was developed. This reaction proceeds smoothly through a radical mechanism and provides an environmentally friendly alternative approach to biologically active 3-alkyl-3-benzyloxindoles, avoiding the use of excess oxidants and light irradiation.
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spelling pubmed-63320152019-01-24 Ascorbic Acid-Initiated Tandem Radical Cyclization of N-Arylacrylamides to Give 3,3-Disubstituted Oxindoles Liu, Sheng Cheng, Pi Liu, Wei Zeng, Jian-Guo Molecules Article An ascorbic acid-promoted and metal-free tandem room temperature cyclization of N-arylacrylamides with 4-nitrobenzenediazonium generated in situ was developed. This reaction proceeds smoothly through a radical mechanism and provides an environmentally friendly alternative approach to biologically active 3-alkyl-3-benzyloxindoles, avoiding the use of excess oxidants and light irradiation. MDPI 2015-08-27 /pmc/articles/PMC6332015/ /pubmed/26343622 http://dx.doi.org/10.3390/molecules200915631 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Liu, Sheng
Cheng, Pi
Liu, Wei
Zeng, Jian-Guo
Ascorbic Acid-Initiated Tandem Radical Cyclization of N-Arylacrylamides to Give 3,3-Disubstituted Oxindoles
title Ascorbic Acid-Initiated Tandem Radical Cyclization of N-Arylacrylamides to Give 3,3-Disubstituted Oxindoles
title_full Ascorbic Acid-Initiated Tandem Radical Cyclization of N-Arylacrylamides to Give 3,3-Disubstituted Oxindoles
title_fullStr Ascorbic Acid-Initiated Tandem Radical Cyclization of N-Arylacrylamides to Give 3,3-Disubstituted Oxindoles
title_full_unstemmed Ascorbic Acid-Initiated Tandem Radical Cyclization of N-Arylacrylamides to Give 3,3-Disubstituted Oxindoles
title_short Ascorbic Acid-Initiated Tandem Radical Cyclization of N-Arylacrylamides to Give 3,3-Disubstituted Oxindoles
title_sort ascorbic acid-initiated tandem radical cyclization of n-arylacrylamides to give 3,3-disubstituted oxindoles
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332015/
https://www.ncbi.nlm.nih.gov/pubmed/26343622
http://dx.doi.org/10.3390/molecules200915631
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