Atom Economical Multi-Substituted Pyrrole Synthesis from Aziridine

Lingamurthy Macha; Ranjith Jala; Sang-Yun Na; Hyun-Joon Ha

doi:10.3390/molecules27206869

Molecules (Oct 2022)

Atom Economical Multi-Substituted Pyrrole Synthesis from Aziridine

Lingamurthy Macha,
Ranjith Jala,
Sang-Yun Na,
Hyun-Joon Ha

Affiliations

Lingamurthy Macha: Department of Chemistry, Hankuk University of Foreign Studies, Yongin 17035, Korea
Ranjith Jala: Department of Chemistry, Hankuk University of Foreign Studies, Yongin 17035, Korea
Sang-Yun Na: Department of Chemistry, Hankuk University of Foreign Studies, Yongin 17035, Korea
Hyun-Joon Ha: Department of Chemistry, Hankuk University of Foreign Studies, Yongin 17035, Korea

DOI: https://doi.org/10.3390/molecules27206869
Journal volume & issue: Vol. 27, no. 20
p. 6869

Abstract

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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.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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