4.4 Article

Direct regioselective Csp2-H trifluoromethylation of pyrimidinones and pyridinones

Journal

TETRAHEDRON
Volume 72, Issue 23, Pages 3250-3255

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2016.04.048

Keywords

Trifluoromethylation; Radical reaction; Pyrimidinone; Pyridinone

Funding

  1. National Natural Science Foundation of China [20772088, 21172163, 21472133]
  2. Priority Academic Program Development of Jiangsu Higher Education Institutions
  3. State and Local Joint Engineering Laboratory for Novel Functional Polymeric Materials

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A direct regioselective C-sp2-H trifluoromethylation of pyrimidinones and pyridinones using CF3SO2Na/Mn(OAc)(3) to afford 5-trifluoromethyl pyrimidinones and 3-trifluorornethyl pyridinones in moderate to good yields was described. The reaction showed that the steric hindrance due to bulky groups adjacent to the position of attack by the trifluoromethyl radical had important influence on the yield. (c) 2016 Elsevier Ltd. All rights reserved.

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