Multifunctional 2- and 3-fluoropyrroles

Heeran, Darren; Sandford, Graham

doi:10.1002/ejoc.201900185

Multifunctional 2- and 3-fluoropyrroles

Heeran, Darren; Sandford, Graham

Authors

Darren Heeran

Graham Sandford

Abstract

Sequential reaction cascades for the synthesis of polysubstituted 2‐ and 3‐fluoropyrrole derivatives from common polybromopyrrole precursors have been developed. A strategic variation of a combination of regioselective debromolithiation followed by trapping of the corresponding carbanions by electrophilic fluorination and Pd catalysed cross coupling reactions allows access to polyfunctional fluoropyrrole products by methodology applicable to drug discovery programs, extending the range of five‐membered fluoroazaheteroaromatic derivatives potentially available for incorporation into screening libraries.

Citation

Heeran, D., & Sandford, G. (2019). Multifunctional 2- and 3-fluoropyrroles. European Journal of Organic Chemistry, 2019(13), 2339-2343. https://doi.org/10.1002/ejoc.201900185

Journal Article Type	Article
Acceptance Date	Feb 7, 2019
Online Publication Date	Feb 8, 2019
Publication Date	Apr 9, 2019
Deposit Date	Feb 11, 2019
Publicly Available Date	Feb 8, 2020
Journal	European Journal of Organic Chemistry
Print ISSN	1434-193X
Electronic ISSN	1099-0690
Publisher	Wiley
Peer Reviewed	Peer Reviewed
Volume	2019
Issue	13
Pages	2339-2343
DOI	https://doi.org/10.1002/ejoc.201900185

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Copyright Statement
This is the accepted version of the following article: Heeran, Darren & Sandford, Graham (2019). Multifunctional 2- and 3-fluoropyrroles. European Journal of Organic Chemistry 2019(13): 2339-2343, which has been published in final form at https://doi.org/10.1002/ejoc.201900185. This article may be used for non-commercial purposes in accordance With Wiley Terms and Conditions for self-archiving.