Metal triflate catalyzed highly regio- and stereoselective 1,2-bromoazidation of alkenes using NBS and TMSN3 as the bromine and azide sources |
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Authors: | Saumen Hajra Debarshi Sinha Manishabrata Bhowmick |
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Institution: | Department of Chemistry, Indian Institute of Technology, Kharagpur 721 302, India |
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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. |
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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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