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Staudinger reaction
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Staudinger reaction
The
Staudinger reaction
or
Staudinger reduction
is a
chemical reaction
in which the combination of an
azide
with a
phosphine
or
phosphite
produces an
iminophosphorane
intermediate. Combined with the
hydrolysis
of the aza-ylide to produce a
phosphine oxide
and an
amine
, this reaction is a mild method of
reducing
an azide to an amine.
Triphenylphosphine
is commonly used as the
reducing agent
, yielding
triphenylphosphine oxide
as the side product in addition to the amine.
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