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"Reported, but still unknown." A closer look into 3,4-bis- and 3,4,5-tris(trifluoromethyl)pyrazoles
Authors:Gerus Igor I  Mironetz Roman X  Kondratov Ivan S  Bezdudny Andrei V  Dmytriv Yurii V  Shishkin Oleg V  Starova Viktoriia S  Zaporozhets Olga A  Tolmachev Andrey A  Mykhailiuk Pavel K
Affiliation:Enamine Ltd., Oleksandra Matrosova Street, 23, Kyiv 01103, Ukraine. igerus@hotmail.com
Abstract:Straightforward practical synthetic approaches to 3,4-bis- and 3,4,5-tris(trifluoromethyl)pyrazoles have been developed. The key step of the both syntheses is a transformation of the carboxylic group in a pyrazole core into the trifluoromethyl group by sulfur tetrafluoride. The elaborated synthetic protocols allow gram-scale preparation of the target products. The obtained compounds are comprehensively characterized by means of crystallographic analysis, determination of pK(a) values and fluorescence measurements.
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