Comins' reagent

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Comins' Reagent
Skeletal formula of Comin's Reagent
Comin's reagent-3D-balls.png
3D model (JSmol)
ECHA InfoCard 100.157.321
Molar mass 392.67 g·mol−1
Appearance White solid
Melting point 45 °C (113 °F; 318 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The Comins' reagent is a triflyl compound that is used to synthesize vinyl triflates from the corresponding ketone enolates or dienolates.[1]

Sample Reaction With Comin's Reagent

It was first reported in 1992 by Daniel Comins from North Carolina State University.[2] The vinyl triflates prepared are useful as substrates in the Suzuki reaction.[3]


  1. ^ Mundy, Bradford P.; Ellerd, Michael G.; Favaloro, Frank G., Jr. (2005). Name Reactions and Reagents in Organic Synthesis (2nd ed.). ISBN 0471228540. 
  2. ^ Comins, Daniel L.; Dehghani, Ali (1992). "Pyridine-Derived Triflating Reagents: An Improved Preparation of Vinyl Triflates from Metallo Enolates". Tetrahedron Letters. 33 (42): 6299–6302. doi:10.1016/S0040-4039(00)60957-7. 
  3. ^ Miyaura, Norio; Suzuki, Akira (1995). "Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds". Chemical Reviews. 95: 2457–2483. doi:10.1021/cr00039a007.