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

Baumann, Marcus; Baxendale, Ian R.

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
• Electronic ISSN: 1422-8599
• 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