Ethyl 5-(4-Bromophenyl)-4-methyl-1H-pyrrole-2-carboxylate

Baumann, Marcus; Baxendale, Ian R.

doi:10.3390/m951

Ethyl 5-(4-Bromophenyl)-4-methyl-1H-pyrrole-2-carboxylate

Baumann, Marcus; Baxendale, Ian R.

Authors

Marcus Baumann

Professor Ian Baxendale i.r.baxendale@durham.ac.uk
Professor

Abstract

This note describes a sequence converting an oxime-substituted pyrrolidine into a trisubstituted pyrrole structure. The synthetic route is based on a double chlorination of the pyrrolidine substrate followed by the base induced formation of both an imine and a nitrile oxide functionality. The latter reacts with an immobilized thiourea to yield an isothiocyanate which upon elimination generates the final pyrrole in an unprecedented cascade of events.

Citation

Baumann, M., & Baxendale, I. R. (2017). Ethyl 5-(4-Bromophenyl)-4-methyl-1H-pyrrole-2-carboxylate. Molbank, 2017(3), Article M951. https://doi.org/10.3390/m951

Journal Article Type	Article
Acceptance Date	Aug 2, 2017
Online Publication Date	Aug 4, 2017
Publication Date	Aug 4, 2017
Deposit Date	Aug 23, 2017
Publicly Available Date	Aug 23, 2017
Journal	Molbank
Publisher	MDPI
Peer Reviewed	Peer Reviewed
Volume	2017
Issue	3
Article Number	M951
DOI	https://doi.org/10.3390/m951

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© 2017 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).