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Mes-Umemoto reagent

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Catalog Number
ACM1895006015
Product Name
Mes-Umemoto reagent
CAS
1895006-01-5
  • Product Overview
  • Usage
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).
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