Short and Modular Synthesis of Substituted 2-Aminopyrroles

[Image: see text] We herein describe a simple and metal-free domino methodology to synthesize 2-aminopyrroles from alkynyl vinyl hydrazides. The domino reaction involves a novel propargylic 3,4-diaza-Cope rearrangement and a tandem isomerization/5-exo-dig N-cyclization reaction. By using this approa...

Descripción completa

Detalles Bibliográficos
Autores principales: Diana-Rivero, Raquel, Halsvik, Beate, García Tellado, Fernando, Tejedor, David
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8483442/
https://www.ncbi.nlm.nih.gov/pubmed/33929868
http://dx.doi.org/10.1021/acs.orglett.1c01345
_version_ 1784577127952154624
author Diana-Rivero, Raquel
Halsvik, Beate
García Tellado, Fernando
Tejedor, David
author_facet Diana-Rivero, Raquel
Halsvik, Beate
García Tellado, Fernando
Tejedor, David
author_sort Diana-Rivero, Raquel
collection PubMed
description [Image: see text] We herein describe a simple and metal-free domino methodology to synthesize 2-aminopyrroles from alkynyl vinyl hydrazides. The domino reaction involves a novel propargylic 3,4-diaza-Cope rearrangement and a tandem isomerization/5-exo-dig N-cyclization reaction. By using this approach, a number of 2-aminopyrroles with diverse substituents have been prepared.
format Online
Article
Text
id pubmed-8483442
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-84834422021-10-01 Short and Modular Synthesis of Substituted 2-Aminopyrroles Diana-Rivero, Raquel Halsvik, Beate García Tellado, Fernando Tejedor, David Org Lett [Image: see text] We herein describe a simple and metal-free domino methodology to synthesize 2-aminopyrroles from alkynyl vinyl hydrazides. The domino reaction involves a novel propargylic 3,4-diaza-Cope rearrangement and a tandem isomerization/5-exo-dig N-cyclization reaction. By using this approach, a number of 2-aminopyrroles with diverse substituents have been prepared. American Chemical Society 2021-04-30 2021-05-21 /pmc/articles/PMC8483442/ /pubmed/33929868 http://dx.doi.org/10.1021/acs.orglett.1c01345 Text en © 2021 American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Diana-Rivero, Raquel
Halsvik, Beate
García Tellado, Fernando
Tejedor, David
Short and Modular Synthesis of Substituted 2-Aminopyrroles
title Short and Modular Synthesis of Substituted 2-Aminopyrroles
title_full Short and Modular Synthesis of Substituted 2-Aminopyrroles
title_fullStr Short and Modular Synthesis of Substituted 2-Aminopyrroles
title_full_unstemmed Short and Modular Synthesis of Substituted 2-Aminopyrroles
title_short Short and Modular Synthesis of Substituted 2-Aminopyrroles
title_sort short and modular synthesis of substituted 2-aminopyrroles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8483442/
https://www.ncbi.nlm.nih.gov/pubmed/33929868
http://dx.doi.org/10.1021/acs.orglett.1c01345
work_keys_str_mv AT dianariveroraquel shortandmodularsynthesisofsubstituted2aminopyrroles
AT halsvikbeate shortandmodularsynthesisofsubstituted2aminopyrroles
AT garciatelladofernando shortandmodularsynthesisofsubstituted2aminopyrroles
AT tejedordavid shortandmodularsynthesisofsubstituted2aminopyrroles

Ejemplares similares