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“Reported, but Still Unknown.” A Closer Look into 3,4-Bis- and 3,4,5-Tris(trifluoromethyl)pyrazoles

Author:
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.
Source:
Journal of organic chemistry 2012 v.77 no.1 pp. 47-56
ISSN:
1520-6904
Subject:
chemical reactions, fluorescence, moieties, organic chemistry, pyrazoles, sulfur, synthesis
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 pKₐ values and fluorescence measurements.
Agid:
5498702