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/aacsb/disciplinebasedresearch
Subjects:
ID Code:
80198
Deposited By:
Deposited On:
27 Jun 2016 11:06
Refereed?:
Yes
Published?:
Published
Last Modified:
21 Oct 2020 04:11