CaCl<sub>2</sub>-Promoted Dehydroxytrifluoromethylselenolation of Alcohols with [Me<sub>4</sub>N][SeCF<sub>3</sub>]
Shuai Wu, Tian-Hao Jiang, Cheng‐Pan Zhang
Abstract
A direct trifluoromethylselenolation of alcohols with the readily accessible [Me4N][SeCF3] salt has been reported. The reaction is significantly promoted by CaCl2 and proceeds smoothly through unprecedented carbonoselenoate intermediates to form the corresponding alkyl trifluoromethyl selenoethers in good yields. This protocol is also applicable to the late-stage dehydroxytrifluoromethylselenolation of complex alcohols owing to its mildness, good compatibility, high efficiency, and broad functional group tolerance.
Topics & Concepts
ChemistryCompatibility (geochemistry)AlkylSalt (chemistry)TrifluoromethylFunctional groupReaction conditionsOrganic chemistryMedicinal chemistryCombinatorial chemistryCatalysisChemical engineeringEngineeringPolymerFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsCarbon dioxide utilization in catalysis