Literature DB >> 22171748

"Reported, but still unknown." A closer look into 3,4-bis- and 3,4,5-tris(trifluoromethyl)pyrazoles.

Igor I Gerus1, Roman X Mironetz, Ivan S Kondratov, Andrei V Bezdudny, Yurii V Dmytriv, Oleg V Shishkin, Viktoriia S Starova, Olga A Zaporozhets, Andrey A Tolmachev, Pavel K Mykhailiuk.   

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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Year:  2011        PMID: 22171748     DOI: 10.1021/jo202305c

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Three-component synthesis of C2F5-substituted pyrazoles from C2F5CH2NH2·HCl, NaNO2 and electron-deficient alkynes.

Authors:  Pavel K Mykhailiuk
Journal:  Beilstein J Org Chem       Date:  2015-01-06       Impact factor: 2.883

2.  Synthesis, molecular docking studies, and larvicidal activity evaluation of new fluorinated neonicotinoids against Anopheles darlingi larvae.

Authors:  Rochelly da Silva Mesquita; Andrii Kyrylchuk; Iryna Grafova; Denys Kliukovskyi; Andriy Bezdudnyy; Alexander Rozhenko; Wanderli Pedro Tadei; Markku Leskelä; Andriy Grafov
Journal:  PLoS One       Date:  2020-02-05       Impact factor: 3.240

3.  Copper-catalyzed chemoselective synthesis of 4-trifluoromethyl pyrazoles.

Authors:  Jiaqing Lu; Yuning Man; Yabin Zhang; Bo Lin; Qi Lin; Zhiqiang Weng
Journal:  RSC Adv       Date:  2019-09-30       Impact factor: 4.036

4.  Synthesis and antifungal activity of N-(substituted pyridinyl)-1-methyl(phenyl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide derivatives.

Authors:  Zhibing Wu; Deyu Hu; Jiqing Kuang; Hua Cai; Shixi Wu; Wei Xue
Journal:  Molecules       Date:  2012-11-30       Impact factor: 4.411

  4 in total

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