State of knowledge in photoredox-catalysed direct difluoromethylation

The direct introduction of diverse fluorinated motifs into feedstock molecules and advanced intermediates is widely studied in pharmaceutical research and drug development. Among the emerging motifs, difluoromethyl CF2H is isosteric and isopolar to hydroxy and thiol, while acting as a lipophilic hyd...

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Published inOrganic chemistry frontiers an international journal of organic chemistry Vol. 9; no. 13; pp. 3598 - 3623
Main Authors Feng, Jiaxu, Jia, Xiaodong, Zhang, Shuyue, Lu, Kui, Cahard, Dominique
Format Journal Article
LanguageEnglish
Published London Royal Society of Chemistry 28.06.2022
Subjects
Catalysis
Chemical Sciences
Drug development
Intermediates
Lipophilic
Organic chemistry
Organic compounds
Photoredox catalysis
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Summary:The direct introduction of diverse fluorinated motifs into feedstock molecules and advanced intermediates is widely studied in pharmaceutical research and drug development. Among the emerging motifs, difluoromethyl CF2H is isosteric and isopolar to hydroxy and thiol, while acting as a lipophilic hydrogen donor. These properties have prompted the recent remarkable progress made in direct difluoromethylation. In this context, photoredox catalysis serving difluoromethylation is a powerful strategy for the construction of CF2H-containing organic compounds. This review describes the recent developments in visible-light-mediated radical difluoromethylation by means of easily accessible sources of CF2H radical donors, with an emphasis on mechanistic considerations.
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ISSN:2052-4110
2052-4110
DOI:10.1039/d2qo00551d