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

[Image: see text] 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....

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Autores principales: Collet, Jurriën W., Morel, Bénédicte, Lin, Hung-Chien, Roose, Thomas R., Mampuys, Pieter, Orru, Romano V. A., Ruijter, Eelco, Maes, Bert U. W.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7011176/
https://www.ncbi.nlm.nih.gov/pubmed/31942797
http://dx.doi.org/10.1021/acs.orglett.9b04387
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author Collet, Jurriën W.
Morel, Bénédicte
Lin, Hung-Chien
Roose, Thomas R.
Mampuys, Pieter
Orru, Romano V. A.
Ruijter, Eelco
Maes, Bert U. W.
author_facet Collet, Jurriën W.
Morel, Bénédicte
Lin, Hung-Chien
Roose, Thomas R.
Mampuys, Pieter
Orru, Romano V. A.
Ruijter, Eelco
Maes, Bert U. W.
author_sort Collet, Jurriën W.
collection PubMed
description [Image: see text] 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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spelling pubmed-70111762020-02-12 Synthesis of Densely Functionalized Pyrimidouracils by Nickel(II)-Catalyzed Isocyanide Insertion Collet, Jurriën W. Morel, Bénédicte Lin, Hung-Chien Roose, Thomas R. Mampuys, Pieter Orru, Romano V. A. Ruijter, Eelco Maes, Bert U. W. Org Lett [Image: see text] 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. American Chemical Society 2020-01-16 2020-02-07 /pmc/articles/PMC7011176/ /pubmed/31942797 http://dx.doi.org/10.1021/acs.orglett.9b04387 Text en Copyright © 2020 American Chemical Society This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License (http://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html) , which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes.
spellingShingle Collet, Jurriën W.
Morel, Bénédicte
Lin, Hung-Chien
Roose, Thomas R.
Mampuys, Pieter
Orru, Romano V. A.
Ruijter, Eelco
Maes, Bert U. W.
Synthesis of Densely Functionalized Pyrimidouracils by Nickel(II)-Catalyzed Isocyanide Insertion
title Synthesis of Densely Functionalized Pyrimidouracils by Nickel(II)-Catalyzed Isocyanide Insertion
title_full Synthesis of Densely Functionalized Pyrimidouracils by Nickel(II)-Catalyzed Isocyanide Insertion
title_fullStr Synthesis of Densely Functionalized Pyrimidouracils by Nickel(II)-Catalyzed Isocyanide Insertion
title_full_unstemmed Synthesis of Densely Functionalized Pyrimidouracils by Nickel(II)-Catalyzed Isocyanide Insertion
title_short Synthesis of Densely Functionalized Pyrimidouracils by Nickel(II)-Catalyzed Isocyanide Insertion
title_sort synthesis of densely functionalized pyrimidouracils by nickel(ii)-catalyzed isocyanide insertion
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7011176/
https://www.ncbi.nlm.nih.gov/pubmed/31942797
http://dx.doi.org/10.1021/acs.orglett.9b04387
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