Literature DB >> 26271228

Mild and Soft Catalyzed Trifluoromethylthiolation of Boronic Acids: The Crucial Role of Water.

Quentin Glenadel1, Sébastien Alazet1, Anis Tlili1, Thierry Billard2,3.   

Abstract

The most reactive 2nd generation of trifluoromethanesulfenamides undergoes a copper-catalyzed cross-coupling reaction with boronic acids to afford CF3 S-molecules. Contrary to the previous methods in the literature, no base addition, no heating, and no large excess of reagents are required to obtain good results. Furthermore, a crucial role of a small amount of water to favor this reaction has been demonstrated. This constitutes the mildest described conditions for such a reaction.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  boronic acid; cross-coupling; fluorine; trifluoromethanesulfenamide; trifluoromethylthiolation

Year:  2015        PMID: 26271228     DOI: 10.1002/chem.201502338

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  3 in total

1.  Nickel-catalyzed trifluoromethylthiolation of Csp2-O bonds.

Authors:  Alexander B Dürr; Guoyin Yin; Indrek Kalvet; François Napoly; Franziska Schoenebeck
Journal:  Chem Sci       Date:  2015-10-30       Impact factor: 9.825

2.  Electrophilic Trifluoromethylselenolation of Boronic Acids.

Authors:  Clément Ghiazza; Anis Tlili; Thierry Billard
Journal:  Molecules       Date:  2017-05-19       Impact factor: 4.411

3.  Metal-Free Trifluoromethylthiolation of Arylazo Sulfones.

Authors:  Ankun Li; Yuxuan Li; Junjie Liu; Jingqi Chen; Kui Lu; Di Qiu; Maurizio Fagnoni; Stefano Protti; Xia Zhao
Journal:  J Org Chem       Date:  2020-12-22       Impact factor: 4.354

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.