Annulation of 1H-pyrrole-2,3-diones by thioacetamide: an approach to 5-azaisatins

A novel approach to 1H-pyrrolo[3,2-c]pyridine-2,3-diones (5-azaisatins) has been developed via an unprecedented annulation of pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones by thioacetamide. A new way of C–H functionalization of thioacetamide has been discovered. The reaction proceeds under green cata...

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Autores principales: Kobelev, Aleksandr I, Stepanova, Ekaterina E, Dmitriev, Maksim V, Maslivets, Andrey N
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6369991/
https://www.ncbi.nlm.nih.gov/pubmed/30800185
http://dx.doi.org/10.3762/bjoc.15.32
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author Kobelev, Aleksandr I
Stepanova, Ekaterina E
Dmitriev, Maksim V
Maslivets, Andrey N
author_facet Kobelev, Aleksandr I
Stepanova, Ekaterina E
Dmitriev, Maksim V
Maslivets, Andrey N
author_sort Kobelev, Aleksandr I
collection PubMed
description A novel approach to 1H-pyrrolo[3,2-c]pyridine-2,3-diones (5-azaisatins) has been developed via an unprecedented annulation of pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones by thioacetamide. A new way of C–H functionalization of thioacetamide has been discovered. The reaction proceeds under green catalyst-free conditions.
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spelling pubmed-63699912019-02-22 Annulation of 1H-pyrrole-2,3-diones by thioacetamide: an approach to 5-azaisatins Kobelev, Aleksandr I Stepanova, Ekaterina E Dmitriev, Maksim V Maslivets, Andrey N Beilstein J Org Chem Full Research Paper A novel approach to 1H-pyrrolo[3,2-c]pyridine-2,3-diones (5-azaisatins) has been developed via an unprecedented annulation of pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones by thioacetamide. A new way of C–H functionalization of thioacetamide has been discovered. The reaction proceeds under green catalyst-free conditions. Beilstein-Institut 2019-02-07 /pmc/articles/PMC6369991/ /pubmed/30800185 http://dx.doi.org/10.3762/bjoc.15.32 Text en Copyright © 2019, Kobelev 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 Full Research Paper
Kobelev, Aleksandr I
Stepanova, Ekaterina E
Dmitriev, Maksim V
Maslivets, Andrey N
Annulation of 1H-pyrrole-2,3-diones by thioacetamide: an approach to 5-azaisatins
title Annulation of 1H-pyrrole-2,3-diones by thioacetamide: an approach to 5-azaisatins
title_full Annulation of 1H-pyrrole-2,3-diones by thioacetamide: an approach to 5-azaisatins
title_fullStr Annulation of 1H-pyrrole-2,3-diones by thioacetamide: an approach to 5-azaisatins
title_full_unstemmed Annulation of 1H-pyrrole-2,3-diones by thioacetamide: an approach to 5-azaisatins
title_short Annulation of 1H-pyrrole-2,3-diones by thioacetamide: an approach to 5-azaisatins
title_sort annulation of 1h-pyrrole-2,3-diones by thioacetamide: an approach to 5-azaisatins
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6369991/
https://www.ncbi.nlm.nih.gov/pubmed/30800185
http://dx.doi.org/10.3762/bjoc.15.32
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