Comins' reagent
The Comins' reagent is a triflyl-donating reagent that is used to synthesize vinyl triflates from the corresponding ketone enolates or dienolates.[1]
Sample Reaction With Comin's Reagent
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| Names | |
|---|---|
| IUPAC name
N,N-Bis(trifluoromethylsulfonyl)-5-chloro-2-pyridylamine | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.157.321 |
PubChem CID |
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CompTox Dashboard (EPA) |
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| Properties | |
| C7H3ClF6N2O4S2 | |
| 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 | |
It was first reported in 1992 by Daniel Comins.[2] The vinyl triflates prepared are useful as substrates in the Suzuki reaction.[3]
See also
References
- Mundy, Bradford P.; Ellerd, Michael G.; Favaloro, Frank G., Jr. (2005). Name Reactions and Reagents in Organic Synthesis (2nd ed.). ISBN 978-0471228547.
- 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.
- Miyaura, Norio; Suzuki, Akira (1995). "Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds". Chemical Reviews. 95 (7): 2457–2483. CiteSeerX 10.1.1.735.7660. doi:10.1021/cr00039a007.
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