Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2016, Issue 29, Pages 4965-4969Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201601038
Keywords
Fluorine; Olefination; Ylides; Aldehydes; Ketones; Ruppert-Prakash reagent
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Funding
- Loker Hydrocarbon Research Institute
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A deoxygenative difluoromethylenation of carbonyl compounds has been developed by using readily available, inexpensive trifluoromethyltrimethylsilane, LiI, and PPh3. The presence of the Li+ ion prevents the unproductive exhaustion of trifluoromethyltrimethylsilane (TMSCF3) by keeping the soluble free fluoride concentration in the reaction medium under control. The strategy of combining solvents to increase the reactivity and thereby reduce the reaction temperature and time is disclosed.
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