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Synthesis 2010(7): 1195-1199  
DOI: 10.1055/s-0029-1218657
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Noncatalytic Electrophilic Oxyalkylation of 3-Aminopyrazoles with 2-(Trifluoroacetyl)-1,3-azoles

Pavel V. Khodakovskiya,b, Pavel K. Mykhailiuk*a,b, Dmitriy M. Volochnyuka,c, Andrey A. Tolmacheva,b
a Enamine Ltd., Oleksandra Matrosova Street 23, 01103 Kyiv, Ukraine
b Department of Chemistry, Kyiv National Taras Shevchenko University, Volodymyrska Street 64, 01033 Kyiv, Ukraine
c Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanska Street 5, 02660 Kyiv-94, Ukraine
Fax: +380(44)2351273; e-Mail: Pashamk@gmx.de;
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Publication History

Received 1 December 2009
Publication Date:
29 January 2010 (online)

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Abstract

2-(Trifluoroacetyl)-1,3-azoles reacted with 3-aminopyrazoles to give the corresponding trifluoromethyl-substituted alcohols. The conditions required for the reaction and the yields of the products were highly dependent on the electronic nature of the both the 1,3-azole and the 3-aminopyrazole units.

Key words

heterocycles - alkylations - fluoro compounds - alcohols - aminopyrazoles

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