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

Jurriën W. Collet | Zendy; Bénédicte Morel | Zendy; Hung-Chien Lin | Zendy; Thomas R. Roose | Zendy; Pieter Mampuys | Zendy; Romano V. A. Orrù | Zendy; Eelco Ruijter | Zendy; Bert U. W. Maes | Zendy

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

Author(s) -

Jurriën W. Collet,

Bénédicte Morel,

Hung-Chien Lin,

Thomas R. Roose,

Pieter Mampuys,

Romano V. A. Orrù,

Eelco Ruijter,

Bert U. W. Maes

Publication year - 2020

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.9b04387

Subject(s) - chemistry , isocyanide , yield (engineering) , nickel , amination , solvent , catalysis , combinatorial chemistry , uracil , organic chemistry , dna , metallurgy , biochemistry , materials science

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.

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