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Selective difluoromethylation and monofluoromethylation reactions

2009; Royal Society of Chemistry; Issue: 48 Linguagem: Inglês

10.1039/b916463d

1364-548X

Jinbo Hu, Wei Zhang, Fei Wang,

Inorganic Fluorides and Related Compounds

The selective introduction of fluorine atom(s) and fluorinated moieties into organic molecules has become an important and fast-growing research field, since fluorine atoms play crucial roles in life science and materials science-related applications. Similar to the trifluoromethyl group, both difluoromethyl and monofluoromethyl groups can often bring about many beneficial effects to the target molecules, and a variety of CF(2)H- and CH(2)F-containing pharmaceuticals and agrochemicals have been developed. Among the synthetic methods for CF(2)H- and CH(2)F-containing compounds, selective di- and monofluoromethylation (i.e., introduction of CF(2)H and CH(2)F groups into organic molecules) represent one of the most straightforward synthetic methods and thus can be conveniently used in the synthetic design. This feature article summarizes the presently known selective difluoromethylation and monofluoromethylation methods, including nucleophilic, electrophilic, and free radical di- and monofluoromethylation reagents and reactions.