CAS 1895006-01-5 Mes-Umemoto reagent - Catalysts / Alfa Chemistry

IUPAC Name

Trifluoromethanesulfonate;trifluoromethyl-bis(2,4,6-trimethylphenyl)sulfanium

Molecular Weight

488.51

Molecular Formula

C20H22F6O3S2

Canonical SMILES

CC1=CC(=C(C(=C1)C)[S+](C2=C(C=C(C=C2C)C)C)C(F)(F)F)C.C(F)(F)(F)S(=O)(=O)[O-]

InChI

InChI=1S/C19H22F3S.CHF3O3S/c1-11-7-13(3)17(14(4)8-11)23(19(20,21)22)18-15(5)9-12(2)10-16(18)6;2-1(3,4)8(5,6)7/h7-10H,1-6H3;(H,5,6,7)/q+1;/p-1

InChI Key

HAYTWACXJNSBRL-UHFFFAOYSA-M

Purity

95%+

Appearance

Powder

Application

The Mes-Umemoto reagent serves as a powerful tool for the trifluoromethylation of both alkyl halides and aryl halides, enabling the formation of alkyl-CF3 and aryl-CF3 compounds with high efficiency. This reagent, demonstrated by the MacMillan lab, operates effectively under a dual catalytic copper/photoredox system, showcasing a broad substrate scope and excellent functional group tolerance. It is particularly adept at converting various 5-membered and 6-membered heteroaryl halides into their corresponding trifluoromethylheteroarenes under mild conditions. For optimal performance, the Mes-Umemoto reagent should be used in combination with supersilanol (902489) and either Ir photocatalyst (902217 or 902225).

April 24, 2025

Exceptional Reagent for Trifluoromethylation

Mes-Umemoto reagent is excellent for trifluoromethylating alkyl and aryl halides. Its wide substrate scope and compatibility with supersilanol and Ir photocatalyst make it invaluable in our lab's synthesis projects.