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Metal triflate catalyzed highly regio- and stereoselective 1,2-bromoazidation of alkenes using NBS and TMSN3 as the bromine and azide sources
Authors:Saumen Hajra  Debarshi Sinha  Manishabrata Bhowmick
Institution:Department of Chemistry, Indian Institute of Technology, Kharagpur 721 302, India
Abstract:Metal triflate catalyzed 1,2-bromoazidation of alkenes was performed using N-bromosuccinimide (NBS) and trimethylsilyl azide (TMSN3) as the bromine and azide sources, respectively. Among the metal triflates, Zn(OTf)2 was found to be the best catalyst. This catalytic process represents a highly regioselective, stereoselective and high yielding method for the synthesis of anti-1,2-bromoazides from a variety of alkenes including α,β-unsaturated carbonyl compounds.
Keywords:Metal triflate  Catalyst  Bromoazidation  N-Bromosuccinimide (NBS)  Trimethylsilyl azide (TMSN3)  Alkenes  α  β-Unsaturated carbonyl compounds  anti-1  2-Bromoazides
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