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

Baumann, Marcus; Baxendale, Ian R.

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


Authors

Marcus Baumann



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.

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
Public URL https://durham-repository.worktribe.com/output/1378601

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