Atom Economical Multi-Substituted Pyrrole Synthesis from Aziridine

Multi-substituted pyrroles are synthesized from regiospecific aziridine ring-opening and subsequent intramolecular cyclization with a carbonyl group at the γ-position in the presence of Lewis acid or protic acid. This method is highly atom economical where all the atoms of the reactants are incorpor...

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Autores principales: Macha, Lingamurthy, Jala, Ranjith, Na, Sang-Yun, Ha, Hyun-Joon
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9609358/
https://www.ncbi.nlm.nih.gov/pubmed/36296466
http://dx.doi.org/10.3390/molecules27206869
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author Macha, Lingamurthy
Jala, Ranjith
Na, Sang-Yun
Ha, Hyun-Joon
author_facet Macha, Lingamurthy
Jala, Ranjith
Na, Sang-Yun
Ha, Hyun-Joon
author_sort Macha, Lingamurthy
collection PubMed
description Multi-substituted pyrroles are synthesized from regiospecific aziridine ring-opening and subsequent intramolecular cyclization with a carbonyl group at the γ-position in the presence of Lewis acid or protic acid. This method is highly atom economical where all the atoms of the reactants are incorporated into the final product with the removal of water. This new protocol is applied to the synthesis of various pyrroles, including natural products.
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spelling pubmed-96093582022-10-28 Atom Economical Multi-Substituted Pyrrole Synthesis from Aziridine Macha, Lingamurthy Jala, Ranjith Na, Sang-Yun Ha, Hyun-Joon Molecules Article Multi-substituted pyrroles are synthesized from regiospecific aziridine ring-opening and subsequent intramolecular cyclization with a carbonyl group at the γ-position in the presence of Lewis acid or protic acid. This method is highly atom economical where all the atoms of the reactants are incorporated into the final product with the removal of water. This new protocol is applied to the synthesis of various pyrroles, including natural products. MDPI 2022-10-13 /pmc/articles/PMC9609358/ /pubmed/36296466 http://dx.doi.org/10.3390/molecules27206869 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Macha, Lingamurthy
Jala, Ranjith
Na, Sang-Yun
Ha, Hyun-Joon
Atom Economical Multi-Substituted Pyrrole Synthesis from Aziridine
title Atom Economical Multi-Substituted Pyrrole Synthesis from Aziridine
title_full Atom Economical Multi-Substituted Pyrrole Synthesis from Aziridine
title_fullStr Atom Economical Multi-Substituted Pyrrole Synthesis from Aziridine
title_full_unstemmed Atom Economical Multi-Substituted Pyrrole Synthesis from Aziridine
title_short Atom Economical Multi-Substituted Pyrrole Synthesis from Aziridine
title_sort atom economical multi-substituted pyrrole synthesis from aziridine
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9609358/
https://www.ncbi.nlm.nih.gov/pubmed/36296466
http://dx.doi.org/10.3390/molecules27206869
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AT jalaranjith atomeconomicalmultisubstitutedpyrrolesynthesisfromaziridine
AT nasangyun atomeconomicalmultisubstitutedpyrrolesynthesisfromaziridine
AT hahyunjoon atomeconomicalmultisubstitutedpyrrolesynthesisfromaziridine

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