Taming Bromine Azide for Use in Organic Solvents─Radical Bromoazidations and Alcohol Oxidations,The Journal of Organic Chemistry

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Taming Bromine Azide for Use in Organic Solvents─Radical Bromoazidations and Alcohol Oxidations
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2023-02-23 , DOI: 10.1021/acs.joc.2c03012
Göran Schulz ₁ , Vincent George ₁ , Daghan Taser ₁ , Andreas Kirschning ₁

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The formation of bromine azide from the bisazidobromate(I) anion or alternatively from Zhdankin’s reagent, using a phosphonium bromide salt as a common starting point, is reported. After homolytic cleavage in the presence of alkenes or alcohols either 1,2-functionalization or alternatively the selective oxidation of secondary alcohols in the presence of primary alcohols occur. The scopes and limitations of the use of BrN₃ are covered.

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