Abstract
A novel method is described for the conversion of epoxides into β-bromoformates using Ph 3PBr 2, Ph 3P/ N-bromosuccinimdes (NBS) and or Ph 3P/2,4,4,6-tetrabromo-2,5-cyclohexadiene-1-one (TABCO) in DMF. Epoxides in the presence of Ph 3P/I 2 were converted into olefins immediately in excellent yields. The application of NBS, NCS, and TABCO as compounds carrying electrophilic halogens for the highly selective alcoholysis of epoxides and dimerization or alcoholysis dimerization of episulfides are also described.
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