Cascade trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles

A cascade oxidative trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles with AgSCF(3) is described. This protocol allows for the synthesis of novel bis(trifluoromethylthiolated) or trifluoromethylthiolated pyrrolo[1,2-a]indol-3-ones in moderate to good yields. Mechanistic inve...

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Detalles Bibliográficos
Autores principales: Bi, Ming-Xi, Liu, Shuai, Huang, Yangen, Xu, Xiu-Hua, Qing, Feng-Ling
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2020
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7155893/
https://www.ncbi.nlm.nih.gov/pubmed/32318122
http://dx.doi.org/10.3762/bjoc.16.62
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author Bi, Ming-Xi
Liu, Shuai
Huang, Yangen
Xu, Xiu-Hua
Qing, Feng-Ling
author_facet Bi, Ming-Xi
Liu, Shuai
Huang, Yangen
Xu, Xiu-Hua
Qing, Feng-Ling
author_sort Bi, Ming-Xi
collection PubMed
description A cascade oxidative trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles with AgSCF(3) is described. This protocol allows for the synthesis of novel bis(trifluoromethylthiolated) or trifluoromethylthiolated pyrrolo[1,2-a]indol-3-ones in moderate to good yields. Mechanistic investigations indicated that radical processes were probably involved in these transformations.
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spelling pubmed-71558932020-04-21 Cascade trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles Bi, Ming-Xi Liu, Shuai Huang, Yangen Xu, Xiu-Hua Qing, Feng-Ling Beilstein J Org Chem Letter A cascade oxidative trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles with AgSCF(3) is described. This protocol allows for the synthesis of novel bis(trifluoromethylthiolated) or trifluoromethylthiolated pyrrolo[1,2-a]indol-3-ones in moderate to good yields. Mechanistic investigations indicated that radical processes were probably involved in these transformations. Beilstein-Institut 2020-04-08 /pmc/articles/PMC7155893/ /pubmed/32318122 http://dx.doi.org/10.3762/bjoc.16.62 Text en Copyright © 2020, Bi et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Bi, Ming-Xi
Liu, Shuai
Huang, Yangen
Xu, Xiu-Hua
Qing, Feng-Ling
Cascade trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles
title Cascade trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles
title_full Cascade trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles
title_fullStr Cascade trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles
title_full_unstemmed Cascade trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles
title_short Cascade trifluoromethylthiolation and cyclization of N-[(3-aryl)propioloyl]indoles
title_sort cascade trifluoromethylthiolation and cyclization of n-[(3-aryl)propioloyl]indoles
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7155893/
https://www.ncbi.nlm.nih.gov/pubmed/32318122
http://dx.doi.org/10.3762/bjoc.16.62
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