Synthesis of Trifluoromethyl-Substituted Cyclopropanes via Sequential Kharasch–Dehalogenation Reactions
A two-step process for the synthesis of trifluoromethyl-substituted cyclopropanes is described. Halothane, an anesthetic agent, is added to olefins in a ruthenium-catalyzed Kharasch reaction. The resulting 1,3-dihalides are converted into cyclopropanes by dehalogenation with magnesium. This procedure represents an alternative to metal-catalyzed cyclopropanations involving trifluoromethyl diazomethane.
Keywords: Transfer Radical-Addition ; Dithionite Initiated Addition ; Cyclization Atrc Reactions ; Medicinal Chemistry ; Magnesium ; Fluorine ; 1-Bromo-1-Chloro-2,2,2-Trifluoroethane ; Generation ; Insertion ; Reagents
Record created on 2012-06-21, modified on 2016-08-09