Recent advance in the C–F bond functionalization of trifluoromethyl-containing compounds

The C–F bond is the strongest single bond in organic compounds. It is the most challenging task to study the activation of the C–F bond in organic synthesis. Trifluoromethyl-containing compounds, which have three equivalent C–F bonds, constitute possible starting materials for the synthesis of diver...

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Published inOrganic chemistry frontiers an international journal of organic chemistry Vol. 8; no. 14; pp. 3915 - 3942
Main Authors Guobing Yan, Qiu, Kaiying, Guo, Ming
Format Journal Article
LanguageEnglish
Published London Royal Society of Chemistry 21.07.2021
Subjects
Alkyl compounds
Aromatic compounds
Chemical bonds
Ketones
Organic chemistry
Organic compounds
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Summary:The C–F bond is the strongest single bond in organic compounds. It is the most challenging task to study the activation of the C–F bond in organic synthesis. Trifluoromethyl-containing compounds, which have three equivalent C–F bonds, constitute possible starting materials for the synthesis of diverse fluorinated compounds through selective C–F bond activation. In the past decades, significant progress has been made in the C–F bond activation of trifluoromethyl-containing compounds, mainly including trifluoromethylalkenes, trifluoromethylated aromatic and alkyl compounds, trifluoromethylketones, diazo compounds and N-tosylhydrazones of trifluoromethyl ketones, alkyltriflones, etc. In this review, we systematically summarized the C–F bond functionalization of these trifluoromethylated compounds, and their mechanisms were also discussed.
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ISSN:2052-4110
2052-4110
DOI:10.1039/d1qo00037c