Categories: C-N Bond Formation > Synthesis of azides >
Synthesis of aryl azides
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Reaction of [ArN2][BF4] salts immobilized in [BMIM][PF6]
ionic liquid (IL) with TMSI and TMSN3 represents an efficient method
for the preparation of iodo- and azido-derivatives via dediazoniation. Using
TMSBr, competing fluorodediazoniation (ArF formation) and hydrodediazoniation (ArH
formation) were observed depending on the substituents on the benzenediazonium
cation.
A. Hubbard, T. Okazaki, K. K. Laali, J. Org. Chem., 2008,
73, 316-319.
