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Issue 34, 2014
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Recent advances in trifluoromethylation of organic compounds using Umemoto's reagents

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Abstract

The incorporation of fluorine-containing moieties into organic compounds is of great importance in pharmaceutical, agricultural, and materials science. Within these organofluorides, the trifluoromethyl group is one of the most important motifs. In recent years, the trifluoromethyl group has attracted more and more attention, and many trifluoromethylated compounds have been found to possess special activities. However, until now, only a few methods have been developed to achieve this efficiently using Umemoto's reagents. This review highlights recent developments in the direct introduction of a trifluoromethyl group into organic compounds with Umemoto's reagents. Seven approaches to the trifluoromethylation of organic compounds are summarized: (i) trifluoromethylation of arenes, (ii) trifluoromethylation of alkenes, (iii) trifluoromethylation of terminal alkynes, (iv) deoxygenative trifluoromethylation of benzylic xanthates, (v) trifluoromethylation of ketoesters, (vi) trifluoromethylation of aryl boronic acids and aromatic amines (synthesis of ArCF3) and (vii) trifluoromethylation of biphenyl isocyanide derivatives.

Graphical abstract: Recent advances in trifluoromethylation of organic compounds using Umemoto's reagents

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Publication details

The article was received on 31 Mar 2014, accepted on 24 Jun 2014 and first published on 11 Jul 2014


Article type: Review Article
DOI: 10.1039/C4OB00671B
Org. Biomol. Chem., 2014,12, 6580-6589

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    Recent advances in trifluoromethylation of organic compounds using Umemoto's reagents

    C. Zhang, Org. Biomol. Chem., 2014, 12, 6580
    DOI: 10.1039/C4OB00671B

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