One-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides

A facile one-pot synthesis has been developed through alkylation/acylation of ortho-tosylaminophenyl-substituted para-quinone methides followed by an intramolecular 1,6-conjugate addition and oxidation sequence. This cascade reaction occurs readily in good yield (up to 95%), providing a divergent sy...

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Detalles Bibliográficos
Autores principales: Wang, Junwei, Pan, Xiang, Rong, Quanjin, Zhao, Lei, Zhao, Lin, Dai, Weichen, Zhao, Kun, Hu, Lihong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9056683/
https://www.ncbi.nlm.nih.gov/pubmed/35515061
http://dx.doi.org/10.1039/d0ra05497f
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author Wang, Junwei
Pan, Xiang
Rong, Quanjin
Zhao, Lei
Zhao, Lin
Dai, Weichen
Zhao, Kun
Hu, Lihong
author_facet Wang, Junwei
Pan, Xiang
Rong, Quanjin
Zhao, Lei
Zhao, Lin
Dai, Weichen
Zhao, Kun
Hu, Lihong
author_sort Wang, Junwei
collection PubMed
description A facile one-pot synthesis has been developed through alkylation/acylation of ortho-tosylaminophenyl-substituted para-quinone methides followed by an intramolecular 1,6-conjugate addition and oxidation sequence. This cascade reaction occurs readily in good yield (up to 95%), providing a divergent synthetic approach to structurally diverse 2,3-disubstituted indoles and 3,4-diaryl-substituted quinolinones.
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spelling pubmed-90566832022-05-04 One-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides Wang, Junwei Pan, Xiang Rong, Quanjin Zhao, Lei Zhao, Lin Dai, Weichen Zhao, Kun Hu, Lihong RSC Adv Chemistry A facile one-pot synthesis has been developed through alkylation/acylation of ortho-tosylaminophenyl-substituted para-quinone methides followed by an intramolecular 1,6-conjugate addition and oxidation sequence. This cascade reaction occurs readily in good yield (up to 95%), providing a divergent synthetic approach to structurally diverse 2,3-disubstituted indoles and 3,4-diaryl-substituted quinolinones. The Royal Society of Chemistry 2020-09-10 /pmc/articles/PMC9056683/ /pubmed/35515061 http://dx.doi.org/10.1039/d0ra05497f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Wang, Junwei
Pan, Xiang
Rong, Quanjin
Zhao, Lei
Zhao, Lin
Dai, Weichen
Zhao, Kun
Hu, Lihong
One-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides
title One-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides
title_full One-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides
title_fullStr One-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides
title_full_unstemmed One-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides
title_short One-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides
title_sort one-pot synthesis of indoles and quinolinones from ortho-tosylaminophenyl-substituted para-quinone methides
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9056683/
https://www.ncbi.nlm.nih.gov/pubmed/35515061
http://dx.doi.org/10.1039/d0ra05497f
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