Catalytic chemo- and regioselective coupling of 1,3-dicarbonyls with N‐heterocyclic nucleophiles

Kenny, Miles and Kitson, Daniel J. and Franckevicius, Vilius (2016) Catalytic chemo- and regioselective coupling of 1,3-dicarbonyls with N‐heterocyclic nucleophiles. Journal of Organic Chemistry, 81 (12). pp. 5162-5172. ISSN 0022-3263

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Abstract

The development of a decarboxylative palladium-catalyzed coupling of 1,3-dicarbonyl compounds with indole, pyrrole, imidazole, and pyrazole nucleophiles via an allylic linker under neutral conditions is disclosed. This process enables the installation of an all-carbon quaternary center and new C−C and C−N bonds in a single operation. Despite the weakly acidic nature of N-heterocycles, the reactions proceed with good efficiency and complete regio- and chemoselectivity.

Item Type:

Journal Article

Journal or Publication Title:

Journal of Organic Chemistry

Additional Information:

This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b00731

Uncontrolled Keywords:

/dk/atira/pure/subjectarea/asjc/1600/1605

Subjects:

?? organic chemistrydiscipline-based research ??

ID Code:

80198

Deposited By:

ep_importer_pure

Deposited On:

27 Jun 2016 11:06

Refereed?:

Yes

Published?:

Published

Last Modified:

31 Dec 2023 00:42

URI:

https://eprints.lancs.ac.uk/id/eprint/80198