Synthesis of Densely Functionalized Pyrimidouracils by Nickel(II)-Catalyzed Isocyanide Insertion

Jurriën W. Collet, Bénédicte Morel, Hung Chien Lin, Thomas R. Roose, Pieter Mampuys, Romano V.A. Orru*, Eelco Ruijter, Bert U.W. Maes

*Corresponding author for this work

Research output: Contribution to JournalArticleAcademicpeer-review

Abstract

A robust nickel-catalyzed oxidative isocyanide insertion/C-H amination by reaction of readily available N-uracil-amidines with isocyanides affording polysubstituted pyrimidouracils has been reported. The reaction proceeds in moderate to quantitative yield, under mild conditions (i.e., green solvent, air atmosphere, moderate temperature). The broad range of structurally diverse isocyanides and N-uracil-amidines that are tolerated make this method an interesting alternative to the currently available procedures toward pyrimidouracils.

Original languageEnglish
Pages (from-to)914-919
Number of pages6
JournalOrganic letters
Volume22
Issue number3
DOIs
Publication statusPublished - 1 Jan 2020

Funding

Financial support from The Netherlands Organization for Scientific Research (NWO), the Research Foundation Flanders (FWO), the Francqui Foundation, and the University of Antwerp (BOF Scholarship to J.W.C.) is gratefully acknowledged. The research leading to these results has also received support from the Innovative Medicines Initiative ( www.imi.europa.eu ) Joint Undertaking under Grant Agreement No. 115360, resources of which are composed of financial contribution from the European Union’s Seventh Framework Programme (FP7/2007-2013) and EFPIA companies’ in kind contribution.

FundersFunder number
Francqui Foundation
Seventh Framework Programme115360
Fonds Wetenschappelijk Onderzoek
Nederlandse Organisatie voor Wetenschappelijk Onderzoek
Bijzonder Onderzoeksfonds UGent
Universiteit Antwerpen
Innovative Medicines Initiative

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