Facile Synthesis of Fluorinated Purines and Thiapurines

Viktor O. Iaroshenko; Dmitriy M. Volochnyuk; Wang Yan; Mikhail V. Vovk; Vyacheslav J. Boiko; Eduard B. Rusanov; Ulrich M. Groth; Andrei A. Tolmachev

doi:10.1055/s-2007-990843

PAPER

Facile Synthesis of Fluorinated Purines and Thiapurines

Viktor O. Iaroshenko^a,b, Dmitriy M. Volochnyuk*^c,d, Wang Yan^a, Mikhail V. Vovk^d, Vyacheslav J. Boiko^d, Eduard B. Rusanov^d, Ulrich M. Groth^a, Andrei A. Tolmachev^b,c
^a Fachbereich Chemie, Universität Konstanz, Fach M-720, Universitätsstr. 10, 78457 Konstanz, Germany
^b National Taras Shevchenko University, 62 Volodymyrska st., 01033 Kyiv-33, Ukraine
^c Enamine Ltd., 23 A. Matrosova st., 01103 Kyiv, Ukraine
^d Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanska 5, 02094 Kyiv-94, Ukraine
Fax: +380(44)5373253; e-Mail: D.Volochnyuk@enamine.net;

Abstract

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Abstract

The reaction of 2-(dialkylamino)-1,3-thiazol-4-amines and 1,2-dimethyl-1H-imidazol-5-amine with aryl isocyanates, α-chloroalkyl isocyanates, N-(alkoxycarbonyl)imidoyl chlorides and 2,4,6-tris(trifluoromethyl)-1,3,5-triazine leads to thiapurines and purines containing trifluoromethyl groups in the 2- and 6-positions of the pyrimidine ring.

Key words

imidazole - thiazole - pyrimidine - isocyanate - annulation

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