Download PDF
Synlett 1999; 1999(6): 756-758
DOI: 10.1055/s-1999-2741
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

One-pot Preparation of 2,6-Disubstituted 4-(Trifluoromethyl)pyrimidines via the Tandem Cyclization, Dehydration, and Oxidation Reaction of α,β-Unsaturated Trifluoromethyl Ketones Using POCl3-Pyridine-Silica Gel and MnO2 Systems

Kazumasa Funabiki* , Hiroko Nakamura, Masaki Matsui, Katsuyoshi Shibata
  • *Department of Chemistry, Faculty of Engineering, Gifu University, Yanagido, Gifu, 501-1193, Japan; Fax +81-58-2 30-18 93; E-mail: kfunabik@apchem.gifu-u.ac.jp
Further Information

Publication History

Publication Date:
31 December 1999 (online)

  PDF Download  Permissions and Reprints All articles of this category

The treatment of α,β-unsaturated trifluoromethyl ketones with amidines in acetonitrile gave the corresponding 4-hydroxy-4-(trifluoromethyl)-3,5,6-trihydropyrimidines, followed by successive dehydration with phosphorus oxychloride-pyridine-silica gel and oxidation with manganese(IV) oxide, producing 2,6-disubstituted 4-(trifluoromethyl)pyrimidines in good to excellent yields.

4-(trifluoromethyl)pyrimidine - POCl3-pyridine - silica gel - dehydration - oxidation

      >