Facile One‐Step Oxidation of N‐Boc‐Protected Diarylhydrazines to Diaryldiazenes with (Diacetoxyiodo)benzene under Mild Conditions
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
26(14)
Опубликована: Март 10, 2023
Abstract
A
study
on
the
oxidation
of
N
‐Boc‐
and
,
N'
‐bis‐Boc‐protected
1,2‐diarylhydrazines
with
(diacetoxyiodo)benzene
is
reported.
The
reactions
proceed
quickly
in
acetic
acid
at
slightly
elevated
temperatures,
giving
diaryldiazenes
good
to
excellent
yields.
Electron‐donating
electron‐withdrawing
groups
are
well
tolerated.
This
synthetic
protocol
also
applies
synthesising
(aryldiazenyl)pyridines
unsymmetrical
1,3,5‐tris(arylazo)benzenes.
Язык: Английский
Green Oxidation of Aromatic Hydrazide Derivatives Using an Oxoammonium Salt
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(8), С. 5841 - 5845
Опубликована: Апрель 3, 2024
Aromatic
diazenes
are
often
prepared
by
oxidation
of
the
corresponding
hydrazides
using
stoichiometric
quantities
nonrecyclable
oxidants.
We
developed
a
convenient
alternative
protocol
for
aromatic
Bobbitt's
salt
(1),
metal-free,
recyclable,
and
commercially
available
oxoammonium
reagent.
A
variety
aryl
were
oxidized
within
75
min
at
room
temperature
protocol.
Computational
insight
suggests
that
this
occurs
polar
hydride
transfer
mechanism.
Язык: Английский