Synthesis,
Год журнала:
2024,
Номер
56(22), С. 3468 - 3474
Опубликована: Июль 16, 2024
Abstract
A
methodology
was
developed
for
synthesizing
N-acyl-N'-sulfonyl
hydrazides
through
acyl
substitution
reactions
between
activated
amides
and
arylsulfonyl
hydrazides.
Optimization
of
the
reaction
conditions
revealed
that
using
Cs₂CO₃
as
a
base
1,4-dioxane
solvent
at
25
°C
12
hours
produced
highest
yields.
Among
various
tested,
N-benzoylsuccinimide
found
to
be
most
reactive,
with
reduced
reactivity
observed
N-mesityl-,
N-tosyl-,
N-Boc-substituted
tertiary
benzoyl
amides.
Cross-reactions
diverse
range
N-benzoylsuccinimides
successfully
corresponding
N-acyl-N′-sulfonyl
yields
ranging
from
63%
94%.
Chemistry - A European Journal,
Год журнала:
2023,
Номер
29(49)
Опубликована: Июнь 20, 2023
Benzamide-derived
organochalcogens
(chalcogen=S,
Se,
and
Te)
have
shown
promising
interest
in
biological
synthetic
chemistry.
Ebselen
molecule
derived
from
benzamide
moiety
is
the
most
studied
organoselenium.
However,
its
heavier
congener
organotellurium
under-explored.
Here,
an
efficient
copper-catalyzed
atom
economical
method
has
been
developed
to
synthesize
2-phenyl-benzamide
tellurenyl
iodides
by
inserting
a
tellurium
into
carbon-iodine
bond
of
2-iodobenzamides
one
pot
with
78-95
%
yields.
Further,
Lewis
acidic
nature
Te
center
basic
nitrogen
synthesized
2-Iodo-N-(quinolin-8-yl)benzamide
enabled
them
as
pre-catalyst
for
activation
epoxide
CO2
at
1
atm
preparation
cyclic
carbonates
TOF
TON
values
1447
h-1
4343,
respectively,
under
solvent-free
conditions.
In
addition,
2-iodo-N-(quinolin-8-yl)benzamide
also
used
activating
anilines
form
variety
1,3-diaryl
ureas
up
95
yield.
The
mechanistic
investigation
mitigation
done
125
NMR
HRMS
studies.
It
seems
that
reaction
proceeds
via
formation
catalytically
active
Te-N
heterocycle,
ebtellur
intermediate
which
isolated
structurally
characterized.
Green Chemistry,
Год журнала:
2023,
Номер
26(1), С. 428 - 438
Опубликована: Ноя. 27, 2023
The
oxone–halide
green
oxidation
system
is
extended
to
the
of
primary
amides
and
aromatic
aldehydes
(with
sodium
azide)
generate
N
-haloamide
acyl
azides,
respectively,
for
subsequent
Hofmann
Curtius
rearrangements.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(2), С. 1336 - 1344
Опубликована: Янв. 4, 2024
We
successfully
developed
a
nickel-catalyzed
transamidation
method
for
the
ring
opening
of
N-acyl
lactams.
The
involves
reaction
between
N-benzoylpyrrolidin-2-one
derivatives
and
aniline
derivatives,
with
Ni(PPh3)2Cl2
serving
as
catalyst,
2,2′-bipyridine
ligand,
manganese
reducing
agent.
This
led
to
formation
ring-opening-amidated
products
in
good
yields.
Notably,
exhibited
excellent
efficiency
producing
corresponding
ring-opening
various
sizes,
including
four-,
five-,
six-,
seven-,
eight-membered
JACS Au,
Год журнала:
2024,
Номер
4(6), С. 2188 - 2196
Опубликована: Апрель 18, 2024
Iminophosphoranes
are
commonly
used
reagents
in
organic
synthesis
and
are,
therefore,
of
great
interest.
An
efficient
sustainable
iodide-mediated
electrochemical
N-sulfonyl
iminophosphoranes
from
readily
available
phosphines
sulfonamides
is
reported.
This
method
features
low
amounts
supporting
electrolytes,
inexpensive
electrode
materials,
a
simple
galvanostatic
setup,
high
conversion
rates.
The
broad
applicability
could
be
demonstrated
by
synthesizing
20
examples
yields
up
to
90%,
having
diverse
functional
groups
including
chiral
moieties
biologically
relevant
species.
Furthermore,
electrolysis
was
performed
on
g
scale
run
repetitive
mode
recycling
the
electrolyte,
which
illustrates
suitability
for
large-scale
production.
A
reaction
mechanism
involving
mediation
iodide-based
electrolyte
proposed,
completely
agreeing
with
all
results.
Asian Journal of Organic Chemistry,
Год журнала:
2023,
Номер
12(6)
Опубликована: Март 30, 2023
Abstract
Synthesis
of
acyl
hydrazides
from
amides
has
been
achieved
at
room
temperature
through
N
‐activation
reactions.
A
wide
spectrum
functionalized
primary
and
secondary
was
initially
converted
into
‐Boc,
‐nitroso
‐tosyl
subjected
to
transamidation
with
hydrazine
hydrate
obtain
the
desired
in
76–94%
yields.
Broad
substrate
scope,
shorter
reaction
time
mild
conditions
are
merits
developed
methodology.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(9), С. 6159 - 6167
Опубликована: Апрель 17, 2023
Symmetrical
anhydrides
were
synthesized
from
activated
amides
such
as
N-benzoylsaccharins
and
N-Boc-protected
benzamides.
The
reacted
with
H2O
in
the
presence
of
1,4-diazabicyclo[2.2.2]octane
(DABCO)
at
25
°C
to
produce
corresponding
symmetrical
high
yields
through
C-N
bond
cleavage.
In
addition,
benzoic
acid
derivatives
generate
unsymmetrical
yields.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(41), С. 8329 - 8334
Опубликована: Янв. 1, 2023
We
report
on
a
new
method
for
the
synthesis
of
amides
using
acyl
pyrazoles
and
nitroarenes
under
reducing
conditions.
It
was
found
that
react
with
organo-nitro
compounds
in
presence
B2(OH)4,
giving
corresponding
good
yields.
demonstrated
benzoyl
having
various
substituents
different
can
be
used
to
produce
range
N-substituted
benzamides.
The
shows
functional
group
tolerance
has
potential
application
variety
organic
molecules.
Synthesis,
Год журнала:
2024,
Номер
56(14), С. 2263 - 2269
Опубликована: Фев. 15, 2024
Abstract
Acyl
hydrazide
and
acyl
hydrazone
synthesis
methods
were
developed.
They
involve
the
reaction
of
an
activated
amide
with
hydrazine
under
transition-metal-catalyst-free
conditions.
Additionally,
hydrazones
synthesized
by
extending
same
procedure
in
presence
aldehydes
(or
ketones).
These
reactions
performed
aqueous
environment
at
25
°C,
demonstrating
successful
attainment
desired
compounds
high
yields.
Green Chemistry,
Год журнала:
2024,
Номер
26(9), С. 5187 - 5193
Опубликована: Янв. 1, 2024
We
developed,
a
sustainable
approach
for
the
direct
synthesis
of
activated
amides
(
N
-acyl
saccharin)
into
divergent
thiocarbamide
derivatives
using
thiocyanate
salts
and
2-MeTHF
as
green
solvent.
SynOpen,
Год журнала:
2023,
Номер
07(01), С. 88 - 101
Опубликована: Фев. 14, 2023
Abstract
This
Graphical
Review
provides
an
overview
of
amide
bond
activation
achieved
by
selective
oxidative
addition
the
N–C(O)
acyl
to
transition
metals
and
nucleophilic
addition,
resulting
in
decarbonylative
coupling,
together
with
key
mechanistic
details
pertaining
distortion
underlying
this
reactivity
manifold.
