Catalyst-Free 1,2-Dibromination of Alkenes Using 1,3-Dibromo-5,5-dimethylhydantoin (DBDMH) as a Bromine Source
Lei Wang, Lele Zhai, Jinyan Chen, Yulin Gong, Peng Wang, Huilin Li, Xuegong She
Abstract
A direct 1,2-dibromination method of alkenes is realized using 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) as a bromine source. This reaction proceeds under mild reaction conditions without the use of a catalyst and an external oxidant. Various sorts of alkene substrates are transformed into the corresponding 1,2-dibrominated products in good to excellent yields with broad substrate scope and exclusive diastereoselectivity. This method offers a green and practical approach to synthesize vicinal dibromide compounds.
Topics & Concepts
ChemistryAlkeneBromineVicinalCatalysisHalogenationSubstrate (aquarium)Organic chemistryCombinatorial chemistryReaction conditionsGeologyOceanographyVanadium and Halogenation ChemistryChemical Synthesis and ReactionsOxidative Organic Chemistry Reactions