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.
Koller
Raffael
R
Department of Chemistry and Applied Biosciences, Swiss Federal Institute of Technology, ETH Zürich, 8093 Zürich, Switzerland.
Stanek
Kyrill
K
Stolz
Daniel
D
Aardoom
Raphael
R
Niedermann
Katrin
K
Togni
Antonio
A
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