Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(24), С. 4713 - 4725
Опубликована: Ноя. 9, 2023
Abstract
Herein
we
disclose
a
palladium‐catalyzed
procedure
for
the
transamidation
of
structurally
diverse
amides
with
amines
based
on
use
molecular
oxygen
as
palladium‐activating
agent.
The
reaction,
which
is
scalable
and
amenable
preparation
enantioenriched
compounds,
carried
out
in
bio‐degradable
solvent
often
used
fuel
additive,
diethyl
carbonate.
As
result
10
−4
mol%
catalyst
required,
final
products
are
isolated
containing
palladium
impurities
concentration
0.1
ppm.
Two
kinetically
different
mechanistic
pathways
proposed
this
reaction
account
number
experiments
such
kinetic
curves,
TEM
images,
poisoning
experiments,
UPLC‐ESI‐MS
identification
intermediates
EPR
spectra
crude.
Organic & Biomolecular Chemistry,
Год журнала:
2022,
Номер
20(40), С. 7929 - 7935
Опубликована: Янв. 1, 2022
Amide
fragments
are
found
to
be
one
of
the
key
constituents
in
a
wide
range
natural
products
and
pharmacologically
active
compounds.
Herein,
we
report
simple
efficient
procedure
for
transamidation
with
cyclic
dihydrogen
tetrametaphosphate.
The
protocol
is
simple,
does
not
require
any
additives,
encompasses
broad
substrate
scope.
To
comprehend
mechanism
present
methodology,
detailed
spectroscopic
kinetic
studies
were
undertaken.
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.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(11), С. 2429 - 2439
Опубликована: Янв. 1, 2023
Amide
bonds
are
ubiquitous
and
regarded
as
an
essential
constituent
of
many
biologically
active
drug
molecules
fine
chemicals.
We
report
a
practical
operationally
simple
ruthenium-based
catalytic
system
for
the
hydration
nitriles
aerobic
oxidation
primary
amines
to
corresponding
amides.
Both
reactions
proceed
without
any
external
oxidant
in
water
under
conditions
exhibit
broad
substrate
scope.
The
mechanistic
investigation
was
executed
with
aid
control
experiments
kinetic
spectroscopic
studies
reaction
mixture.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(13), С. 8480 - 8492
Опубликована: Май 26, 2023
α-Branched
amines
are
key
motifs
that
exist
in
a
plethora
of
natural
products
and
pharmaceuticals.
Herein
we
disclose
the
first
convergent
synthesis
α-branched
bearing
β-carbonyl
isoindolinones
by
employing
unactivated
tertiary
amides
alkyl
esters
as
benign
electrophile
sources.
The
reaction
proceeds
direct
aroylation
C(sp3)-H
carbon
adjacent
to
nitrogen
atom
core
isoindolinones.
Several
were
screened
choose
potential
acyl
source
for
substrate
scope.
is
carried
out
with
repertoire
substrates
under
mild
conditions
shows
high
functional
group
compatibility.
Remarkably
amenable
organometallic
ferrocenyl
ester
indole
methyl
an
acidic
NH
moiety.
Strikingly
no
trace
amidation
product
8
observed.
In
particular
synthesized
from
considered
important
targets,
both
prevalent
many
drugs.
This
protocol
scalable,
obtained
show
strong
solid-state
emission
properties
which
complementary
DFT
calculations.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(24), С. 4713 - 4725
Опубликована: Ноя. 9, 2023
Abstract
Herein
we
disclose
a
palladium‐catalyzed
procedure
for
the
transamidation
of
structurally
diverse
amides
with
amines
based
on
use
molecular
oxygen
as
palladium‐activating
agent.
The
reaction,
which
is
scalable
and
amenable
preparation
enantioenriched
compounds,
carried
out
in
bio‐degradable
solvent
often
used
fuel
additive,
diethyl
carbonate.
As
result
10
−4
mol%
catalyst
required,
final
products
are
isolated
containing
palladium
impurities
concentration
0.1
ppm.
Two
kinetically
different
mechanistic
pathways
proposed
this
reaction
account
number
experiments
such
kinetic
curves,
TEM
images,
poisoning
experiments,
UPLC‐ESI‐MS
identification
intermediates
EPR
spectra
crude.
