| Literature DB >> 27214849 |
Johannes Morstein1, Haiyun Hou1, Chen Cheng1, John F Hartwig2.
Abstract
A method for the trifluoromethylation of arylsilanes is reported. The reaction proceeds with [(phen)CuCF3 ] as the CF3 source under mild, oxidative conditions with high functional-group compatibility. This transformation complements prior trifluoromethylation of arenes in several ways. Most important, this method converts arylsilanes formed by the silylation of aryl C-H bonds to trifluoromethylarenes, thereby allowing the conversion of arenes to trifluoromethylarenes. The unique capabilities of the reported method are demonstrated by the conversion of a C-H bond into a C-CF3 bond in active pharmaceutical ingredients which do not undergo this overall transformation by alternative functionalization processes, including a combination of borylation and trifluoromethylation.Entities:
Keywords: arenes; copper; cross-coupling; fluorine; silanes
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Year: 2016 PMID: 27214849 PMCID: PMC4976628 DOI: 10.1002/anie.201601163
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN: 1433-7851 Impact factor: 15.336