Categories: C-N Bond Formation > Synthesis of azides >
Synthesis of aryl azides
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A copper(II)-catalyzed conversion of organoboron compounds into the
corresponding azide derivatives complements existing procedures for the
preparation of aryl azides and will greatly facilitate copper- and
ruthenium-catalyzed azide-alkyne cycloaddition reactions for the preparation of
diversely functionalized 1-aryl- or 1-heteroaryl-1,2,3-triazoles derivatives.
K. D. Grimes, A. Gupte, C. C. Aldrich, Synthesis, 2010,
1441-1448.
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.
