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Comins' reagent

The Comins' reagent is a triflyl-donating reagent that is used to synthesize vinyl triflates from the corresponding ketone enolates or dienolates.

It was first reported in 1992 by Daniel Comins. The vinyl triflates prepared are useful as substrates in the Suzuki reaction or other cross-coupling reactions.

Mechanism

First an enolate is created through deprotonation of the carbonyl compound. Then the nucleophilic oxygen will attack one of the sulfurs while the rest of Comins reagent will work as a leaving group due to the good charge stabilization.

See also

References