N-heterocyclic carbene catalyzed trifluoromethylation of carbonyl compounds
A novel N-heterocyclic carbene (NHC) catalyzed trifluoromethylation reaction of carbonyl
compounds was discovered. Both enolizable and nonenolizable aldehydes and α-keto
esters undergo facile trifluoromethylation with TMSCF3 at room temperature in the presence
of only 0.5− 1 mol% of the commercially available NHC (1), providing CF3-substituted
alcohols in good yields. Selective trifluoromethylation of aldehydes over ketones can be
achieved under NHC catalysis. These conditions are mild and simple and tolerate a variety …
compounds was discovered. Both enolizable and nonenolizable aldehydes and α-keto
esters undergo facile trifluoromethylation with TMSCF3 at room temperature in the presence
of only 0.5− 1 mol% of the commercially available NHC (1), providing CF3-substituted
alcohols in good yields. Selective trifluoromethylation of aldehydes over ketones can be
achieved under NHC catalysis. These conditions are mild and simple and tolerate a variety …
A novel N-heterocyclic carbene (NHC) catalyzed trifluoromethylation reaction of carbonyl compounds was discovered. Both enolizable and nonenolizable aldehydes and α-keto esters undergo facile trifluoromethylation with TMSCF3 at room temperature in the presence of only 0.5−1 mol % of the commercially available NHC (1), providing CF3-substituted alcohols in good yields. Selective trifluoromethylation of aldehydes over ketones can be achieved under NHC catalysis. These conditions are mild and simple and tolerate a variety of functional groups.
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