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.
CITATION STYLE
Schulz, G., George, V., Taser, D., & Kirschning, A. (2023). Taming Bromine Azide for Use in Organic Solvents─Radical Bromoazidations and Alcohol Oxidations. Journal of Organic Chemistry, 88(6), 3781–3786. https://doi.org/10.1021/acs.joc.2c03012
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