Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 2, 2024
Abstract
The
selective
N−C
bond
cleavage
of
amides
to
create
value‐added
products
through
a
transition
metal‐free
approach
has
become
significant
challenge.
Here,
we
present
method
convert
into
N
‐(3‐acylamidopropyl)lactams
sequential
amide
chemoselective
and
amidine
ring
opening
under
mild
conditions,
applicable
in
batch
continuous
flow
processes.
These
methods
utilize
bench‐stable
reagents
are
operationally
straightforward
mild,
enabling
synthesis
on
gram
scale
with
excellent
functional
group
tolerance.
Additionally,
the
synthetic
feasibility
these
reactions
conditions
proven
be
highly
efficient,
providing
‐(3‐acylamidopropyl)lactam
derivatives
improved
yields
shorter
reaction
time.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
145(20), С. 10930 - 10937
Опубликована: Май 15, 2023
Amines
and
carboxylic
acids
are
abundant
synthetic
building
blocks
that
classically
united
to
form
an
amide
bond.
To
access
new
pockets
of
chemical
space,
we
interested
in
the
development
amine-acid
coupling
reactions
complement
coupling.
In
particular,
formation
carbon-carbon
bonds
by
formal
deamination
decarboxylation
would
be
impactful
addition
synthesis
toolbox.
Here,
report
a
cross-coupling
alkyl
amines
aryl
C(sp
Journal of the American Chemical Society,
Год журнала:
2024,
Номер
146(2), С. 1627 - 1634
Опубликована: Янв. 8, 2024
Postpolymerization
modification
offers
a
versatile
strategy
for
synthesizing
complex
macromolecules,
yet
modifying
acrylamide
polymers
like
poly(N,N-dimethylacrylamide)
(PDMA)
is
notoriously
challenging
due
to
the
inherent
stability
and
low
reactivity
of
amide
bonds.
In
this
study,
we
unveil
novel
approach
direct
transamidation
PDMA,
leveraging
recent
advances
in
unactivated
tertiary
substrates.
By
exploiting
photoiniferter
polymerization,
extended
ultrahigh-molecular-weight
(UHMW)
showcasing
unprecedented
postpolymerization
synthetic
exceeding
106
g/mol.
We
also
designed
copolymers
comprising
both
moderately
reactive
N-methyl-N-phenyl
amides,
along
with
less
reactive,
fully
alkyl-substituted
N,N-dimethyl
amides
PDMA.
This
disparate
enabled
sequential,
chemoselective
by
initially
targeting
more
pendant
aryl
nucleophilic
aromatic
amines,
second,
transamidating
untouched
moieties
aliphatic
yielding
uniquely
diversified
copolymer.
work
not
only
broadens
scope
strategies
pioneering
but
provides
robust
platform
design
intricate
particularly
realm
UHMW
polymers.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(10), С. 2727 - 2732
Опубликована: Янв. 1, 2024
A
photocatalytic
C–N
cross-coupling
and
deaminative
fluorinating
strategy
has
been
developed
to
afford
3-fluoro-3-hydroxyoxindoles
with
wide
functionality
tolerance
good
yields.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(11), С. 2623 - 2628
Опубликована: Апрель 20, 2024
Abstract
A
palladium
catalyst
system
based
on
PdCl
2
(PPh
3
)
or
(dppf)
is
reported
for
Suzuki‐type
coupling
of
both
N
‐aryl
and
alkyl
benzotriazinones
with
aryl/alkenyl
boronic
acids
to
afford
a
series
ortho
‐aryl/alkenyl
benzamides
in
yields
up
99%,
showing
improvements
catalytic
efficiency,
substrate
scope
practicality.
Scope
limitations
the
improved
protocol
have
been
demonstrated
more
than
40
examples,
including
multigram‐scale
synthesis
activated
o
‐biphenyl
amide.
Large
electronic
steric
effects
from
acid
counterpart
observed,
implying
transmetallation
boron
should
be
involved
rate‐determining
step
cycle.
Analytical Chemistry,
Год журнала:
2023,
Номер
95(14), С. 5903 - 5910
Опубликована: Март 31, 2023
Single-stranded
DNA
(ssDNA)
allows
flexible
and
directional
modifications
for
multiple
biological
applications,
while
being
greatly
limited
by
their
poor
stability,
increased
folding
errors,
complicated
sequence
optimizations.
This
challenges
the
design
optimization
of
ssDNA
sequences
to
fold
stable
3D
structures
diversified
bioapplications.
Herein,
pentahedral
framework
nanorobots
(ssDNA
nanorobots)
were
intelligently
designed,
assisted
examining
dynamic
in
self-assemblies
via
all-atom
molecular
dynamics
simulations.
Assisted
two
functional
siRNAs
(S1
S2),
strands
successfully
assembled
into
nanorobots,
which
include
five
modules
(skeleton
fixation,
logical
dual
recognition
tumor
cell
membrane
proteins,
enzyme
loading,
dual-miRNA
detection
synergy
siRNA
loading)
applications.
By
both
theoretical
calculations
experiments,
demonstrated
be
stable,
flexible,
highly
utilized
with
low
errors.
Thereafter,
applied
dual-recognition
targeting,
efficient
cancer-selective
internalization,
visual
dual-detection
miRNAs,
selective
delivery
synergistic
gene
silencing.
work
has
provided
a
computational
pathway
constructing
multifunctional
frameworks,
enlarging
application
nucleic
acid
nanostructures.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(22), С. 16203 - 16213
Опубликована: Июль 1, 2024
In
the
past
eight
years,
selective
cross-coupling
of
amides
by
N-C(O)
bond
activation
has
emerged
as
a
highly
attractive
manifold
for
manipulation
traditionally
unreactive
amide
bonds.
this
Special
Issue
on
Next-Generation
Cross-Coupling
Chemistry,
we
report
Suzuki-Miyaura
and
Buchwald-Hartwig
cleavage
catalyzed
bench-stable,
well-defined
carboxylate
Pd(II)-NHC
(NHC
=
N-heterocyclic
carbene)
catalysts
{[(NHC)Pd(O
A
methodology
for
the
γ-butyrolactam
scaffolds
via
ligand-enabled
C(sp3)–H
bond
functionalization
of
sulfonamides
with
olefins
has
been
demonstrated.
The
protocol
found
to
be
compatible
several
activated
and
unactivated
olefins,
desired
lactams
were
formed
in
excellent
yields.
plausible
mechanism
described
account
lactamization
reaction
as
well
supported
by
mechanistic
investigation
including
a
1H
NMR
study
isolation
palladacycle
intermediate.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 19, 2025
A
mild
and
practical
method
for
synthesizing
amidoindoles
amidopyrroles
was
described
via
the
direct
amidation
of
indoles
or
pyrroles
with
isocyanates
promoted
by
1,1,1,3,3,3-hexafluoroisopropanol
(HFIP).
In
this
reaction,
HFIP
acted
as
a
strong
hydrogen
bond-donating
solvent
to
activate
isocyanates,
enabling
electron-rich
nitrogen-containing
heterocycles.
