4.8 Article

Cyclization of Ketones with Nitriles under Base: A General and Economical Synthesis of Pyrimidines

Journal

ORGANIC LETTERS
Volume 20, Issue 11, Pages 3399-3402

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b01324

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Funding

  1. NSF of China [21573065, 21706058, 21273066]
  2. NSF of Hunan Province [2016JJ1017, 2018JJ3031]

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A facile, general, and economical synthesis of diversely functionalized pyrimidines has been realized under basic conditions via the copper-catalyzed cyclization of ketones with nitriles. The reaction proceeds via a novel pathway involving the nitriles acting as electrophiles and consecutive C-C bond and two C-N bond formations and shows broad substrate scope and good tolerance of many important functional groups. This strategy represents a new platform for constructing pyrimidine structures.

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