Literature DB >> 24889879

Electrophilic trifluoromethylthiolation of carbonyl compounds.

Sébastien Alazet1, Luc Zimmer, Thierry Billard.   

Abstract

A general method for the α-trifluoromethylthiolation of carbonyl compounds, without prefunctionalization, has been developed. Aldehydes, ketones, esters, amides, keto-esters, alkaloids, and steroids have been trifluoromethylthiolated with good yields. This work, proposing a new reagent for electrophilic trifluoromethylthiolation, provides a route towards the original synthesis of various trifluoromethylthiolated molecules for further applications.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  carbonyl compounds; enols; fluorine; trifluoromethanesulfenamide; trifluoromethylthiolation

Year:  2014        PMID： 24889879     DOI： 10.1002/chem.201403409

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


  3 in total

1.  Enantioselective catalytic synthesis of α-aryl-α-SCF3-β2,2-amino acids.

Authors:  Andreas Eitzinger; Jean-François Brière; Dominique Cahard; Mario Waser
Journal:  Org Biomol Chem       Date:  2020-01-22       Impact factor: 3.876

2.  Catalyst-Free Decarbonylative Trifluoromethylthiolation Enabled by Electron Donor-Acceptor Complex Photoactivation.

Authors:  Alexander Lipp; Shorouk O Badir; Ryan Dykstra; Osvaldo Gutierrez; Gary A Molander
Journal:  Adv Synth Catal       Date:  2021-05-19       Impact factor: 5.981

3.  2-Diazo-1-phenyl-2-((trifluoromethyl)sulfonyl)ethan-1-one: Another Utility for Electrophilic Trifluoromethylthiolation Reactions.

Authors:  Zhongyan Huang; Kenta Okuyama; Chen Wang; Etsuko Tokunaga; Xiaorui Li; Norio Shibata
Journal:  ChemistryOpen       Date:  2016-01-28       Impact factor: 2.911
  3 in total

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