Categories: C-N Bond Formation > Synthesis of azides >
Synthesis of 1,2-Diazides
Recent Literature
CHAMPO, a new aminoxyl radical catalyst, enables an electrochemical
diazidation of a broad range of alkenes in good yields. Mediated by an
anodically generated charge-transfer complex in the form of CHAMPO-N3,
radical diazidation was achieved without the need for a transition metal
catalyst or a chemical oxidant.
J. C. Siu, J. B. Parry, S. Lin, J. Am. Chem. Soc.,
2019,
141, 2825-2831.
A scalable Cu-electrocatalytic alkene diazidation reaction with 0.02 mol % of copper(II) acetylacetonate as the precatalyst without exogenous
ligands is compatible with a broad range of functional groups, and applicable to
the diazidation of α,β-unsaturated carbonyl compounds and mono-, di-, tri-, and
tetrasubstituted unactivated alkenes.
C.-Y. Cai, Y.-T. Zheng, J.-F. Li, H.-C. Xu, J. Am. Chem. Soc.,
2022, 144, 11980-11985.
An azidoiodine(III) reagent is used as an efficient azide radical source
for efficient copper-catalyzed oxyazidation and diazidation of styrenes in good
yields. Various synthetically useful functional groups are tolerated under the
mild reaction conditions.
M.-Z. Lu, C.-Q. Wang, T.-P. Loh, Org. Lett.,
2015,
17, 6110-6113.