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901466 Sigma-Aldrich

Mes-Umemoto reagent

≥95%

Synonym: Dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate, MacMillan trifluoromethylation reagent, dMesSCF3 reagent

  • CAS Number 1895006-01-5

  • Empirical Formula (Hill Notation) C20H22F6O3S2

  • Molecular Weight 488.51

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Photocatalysis, Reagents and Ligands
Quality Level   100
assay   ≥95%
form   powder
reaction suitability   reagent type: catalyst
reaction type: Photocatalysis
storage temp.   −20°C

Description

Application

Under a dual catalytic copper/photoredox manifold, the Mes-Umemoto reagent has been demonstrated by the MacMillan lab to be an excellent reagent for the trifluoromethylation of alkyl halides and aryl halides to yield alkyl-CF3 and aryl-CF3 in high yields. In both cases, these reactions exhibit wide substrate scope with good functional group tolerance. More specifically, a variety of 5-membered and 6-membered heteroaryl halides can be readily converted to the corresponding trifluoromethylheteroarenes under mild conditions. To be use in conjunction with supersilanol (902489) and Ir photocatalyst (902217 or 902225).

Other Notes

A radical approach to the copper oxidative addition problem:Trifluoromethylation of bromoarenes

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

Related Products

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Description

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902217 Ir[dFFppy]2-(4,4′-dCF3bpy)PF6, ≥95%
902225 Ir[dFMeppy]2-(4,4′-dCF3bpy)PF6, ≥95%
902489 Tris(trimethylsilyl)silanol, ≥95%
902802 2-(2,4-Difluorophenyl)-5-fluoropyridine, ≥95%
902810 4,4′-Bis(trifluoromethyl)-2,⋅2′-bipyridine
902829 2-(2,4-Difluorophenyl)-5-methylpyridine, ≥95%
904694 Ir(p-CF3-ppy)3, ≥95%
905917 (Ir[Me(Me)ppy]2(dtbpy))PF6

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