Zinc-mediated formation of trifluoromethyl ethers from alcohols and hypervalent iodine trifluoromethylation reagents.
A (fluor)ry of activity: The transfer of an intact trifluoromethyl group from a hypervalent iodine reagent to an aliphatic alcohol occurs smoothly upon activation by zinc bis(triflimide). This constitutes a straightforward method for the preparation of trifluoromethoxy alkyl derivatives, compounds otherwise difficult to access.
Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology, ETH Zürich, 8093 Zürich, Switzerland.
Raffael
R
Koller
Kyrill
K
Stanek
Daniel
D
Stolz
Raphael
R
Aardoom
Katrin
K
Niedermann
Antonio
A
Togni
D000438:Alcohols / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D003512:Cyclohexanones / Q000737:chemistry; D004987:Ethers / Q000138:chemical synthesis* / Q000737:chemistry; D005461:Fluorine / Q000737:chemistry*; D007455:Iodine / Q000737:chemistry*; D008968:Molecular Conformation; D015032:Zinc / Q000737:chemistry*
D000438:Alcohols; D003512:Cyclohexanones; D004987:Ethers; C518058:triflimide; D005461:Fluorine; D007455:Iodine; D015032:Zinc