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Synthesis 2007(21): 3309-3318  
DOI: 10.1055/s-2007-990843
PAPER
© Georg Thieme Verlag Stuttgart · New York

Facile Synthesis of Fluorinated Purines and Thiapurines

Viktor O. Iaroshenkoa,b, Dmitriy M. Volochnyuk*c,d, Wang Yana, Mikhail V. Vovkd, Vyacheslav J. Boikod, Eduard B. Rusanovd, Ulrich M. Grotha, Andrei A. Tolmachevb,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;
Further Information

Publication History

Received 2 July 2007
Publication Date:
16 October 2007 (online)

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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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