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Nucleophilic <i>gem</i>‐Difluoro(phenylsulfanyl)methylation of Carbonyl Compounds with PhSCF<sub>2</sub>H in the Presence of a Phosphazene as a Base
26
Citations
59
References
2014
Year
Carbonyl CompoundsDerivativesCyclic ImidesBiochemistryEngineeringNatural SciencesFluorous SynthesisOrganic ChemistryPhscf 2ChemistryHalogenationSynthetic ChemistryBiomolecular Engineering
Abstract Direct nucleophilic gem ‐difluoro(phenylsulfanyl)methylation of carbonyl compounds has been achieved by use of difluoro(phenylsulfanyl)methane (PhSCF 2 H) and the phosphazene base P 4 ‐ t Bu in THF. Non‐enolizable aldehydes and ketones are suitable substrates to undergo nucleophilic gem ‐difluoro(phenylsulfanyl)methylation, providing α‐ gem ‐difluoromethylated adducts in good yields. In addition, this methodology is also applicable with cyclic imides and acid anhydrides.
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