Comins' reagent: Difference between revisions
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It's a triflyl group |
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Comins' reagent is used to synthesize vinyl triflates from the corresponding ketone enolates or dienolates.<ref>{{cite book | last1 = Mundy | first1 = Bradford P. | last2 = Ellerd | first2 = Michael G. | last3 = Favaloro | first3 = Frank G., Jr. | title = Name Reactions and Reagents in Organic Synthesis | ISBN = 0471228540 | edition = 2nd | year = 2005}}</ref> |
Comins' reagent is a [[Trifluoromethylsulfonyl|triflyl]] compound that is used to synthesize vinyl triflates from the corresponding ketone enolates or dienolates.<ref>{{cite book | last1 = Mundy | first1 = Bradford P. | last2 = Ellerd | first2 = Michael G. | last3 = Favaloro | first3 = Frank G., Jr. | title = Name Reactions and Reagents in Organic Synthesis | ISBN = 0471228540 | edition = 2nd | year = 2005}}</ref> |
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[[File:SampleReactionWithCominsReagent.png|center|500px|Sample Reaction With Comin's Reagent]] |
[[File:SampleReactionWithCominsReagent.png|center|500px|Sample Reaction With Comin's Reagent]] |
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Revision as of 05:48, 30 March 2012
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| Identifiers | |
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| 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 |
| 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).
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Comins' reagent is a triflyl compound that is used to synthesize vinyl triflates from the corresponding ketone enolates or dienolates.[1]
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]
- ^ Mundy, Bradford P.; Ellerd, Michael G.; Favaloro, Frank G., Jr. (2005). Name Reactions and Reagents in Organic Synthesis (2nd ed.). ISBN 0471228540.
{{cite book}}: CS1 maint: multiple names: authors list (link) - ^ 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: 2457–2483. doi:10.1021/cr00039a007.