Literature DB >> 33382252

Fluorinated Pyrazoles: From Synthesis to Applications.

Pavel K Mykhailiuk1,2.   

Abstract

Fluorinated pyrazoles play an important role in medicinal chemistry, drug discovery, agrochemistry, coordination chemistry, and organometallic chemistry. Since the early 1990s, their popularity has grown exponentially. Moreover, more than 50% of all contributions on the topic have been published in the last 5 years. In this review, analysis of novel synthetic approaches to fluorinated pyrazoles that appeared in recent years is performed. A particular emphasis is devoted to a detailed consideration of reaction mechanisms. In addition, the reasons that have led to the ever-increasing popularity of fluorinated pyrazoles in various areas of science are discussed. At the end of the review, several potentially interesting but yet mostly unknown classes of fluorinated pyrazoles are outlined.

Entities:  

Year:  2020        PMID: 33382252     DOI: 10.1021/acs.chemrev.0c01015

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  11 in total

Review 1.  Functionalized Triazines and Tetrazines: Synthesis and Applications.

Authors:  Joydip Mondal; Akella Sivaramakrishna
Journal:  Top Curr Chem (Cham)       Date:  2022-06-23

2.  Copper-Catalyzed Cross-Coupling of Benzylic C-H Bonds and Azoles with Controlled N-Site Selectivity.

Authors:  Si-Jie Chen; Dung L Golden; Shane W Krska; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2021-08-31       Impact factor: 16.383

3.  Stereoselective Direct N-Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent.

Authors:  János T Csenki; Ádám Mészáros; Zsombor Gonda; Zoltán Novák
Journal:  Chemistry       Date:  2021-10-06       Impact factor: 5.020

4.  SuFExable NH-Pyrazoles via 1,3-Dipolar Cycloadditions of Diazo Compounds with Bromoethenylsulfonyl Fluoride.

Authors:  Pavel Yamanushkin; Kemal Kaya; Mark Aldren M Feliciano; Brian Gold
Journal:  J Org Chem       Date:  2022-02-10       Impact factor: 4.198

5.  Intercepting the Banert cascade with nucleophilic fluorine: direct access to α-fluorinated NH-1,2,3-triazoles.

Authors:  J R Alexander; P V Kevorkian; J J Topczewski
Journal:  Chem Commun (Camb)       Date:  2021-05-20       Impact factor: 6.222

6.  Trifluoromethylated Pyrazoles via Sequential (3 + 2)-Cycloaddition of Fluorinated Nitrile Imines with Chalcones and Solvent-Dependent Deacylative Oxidation Reactions.

Authors:  Anna Kowalczyk; Greta Utecht-Jarzyńska; Grzegorz Mlostoń; Marcin Jasiński
Journal:  Org Lett       Date:  2022-03-28       Impact factor: 6.005

7.  Polyfluoroalkylated antipyrines in Pd-catalyzed transformations.

Authors:  Evgeny V Shchegolkov; Yanina V Burgart; Daria A Matsneva; Sophia S Borisevich; Renata A Kadyrova; Iana R Orshanskaya; Vladimir V Zarubaev; Victor I Saloutin
Journal:  RSC Adv       Date:  2021-10-31       Impact factor: 4.036

8.  Iron porphyrin-catalyzed N-trifluoroethylation of anilines with 2,2,2-trifluoroethylamine hydrochloride in aqueous solution.

Authors:  Shuang Ren; Guiming Xu; Yongjia Guo; Qiang Liu; Cancheng Guo
Journal:  RSC Adv       Date:  2021-06-07       Impact factor: 4.036

9.  A Practical and Scalable Approach to Fluoro-Substituted Bicyclo[1.1.1]pentanes.

Authors:  Roman Bychek; Pavel K Mykhailiuk
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-14       Impact factor: 16.823

10.  Thermodynamic vs. Kinetic Control in Synthesis of O-Donor 2,5-Substituted Furan and 3,5-Substituted Pyrazole from Heteropropargyl Precursor.

Authors:  Anton A Muravev; Alexander S Ovsyannikov; Gennady V Konorov; Daut R Islamov; Konstantin S Usachev; Alexander S Novikov; Svetlana E Solovieva; Igor S Antipin
Journal:  Molecules       Date:  2022-08-14       Impact factor: 4.927

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