Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 1, 2025
Herein,
we
report
the
gold-catalyzed
deallylative
C-S
cross-coupling
reaction
through
ligand-enabled
Au(I)/Au(III)
redox
catalysis.
One
of
major
challenges
in
reactions
is
to
prevent
catalyst
deactivation
caused
by
formation
a
strong
gold-sulfur
bond.
We
discovered
that
use
allyl
phenyl
sulfide
as
sulfur
surrogate
facilitates
dynamic
equilibrium
between
cationic
Au(I)
and
Au(I)-sulfide
complexes,
overcoming
gold
quenching
problem.
A
detailed
mechanistic
investigation,
including
31P
NMR
studies,
mass
analysis,
stoichiometric
experiments,
provided
valuable
insights
into
mechanism,
which
further
supported
computational
studies.
Accounts of Chemical Research,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 2, 2025
ConspectusDuring
the
past
few
years,
interest
among
organic
synthesis
practitioners
in
use
of
sulfonium
salts
has
exponentially
growth.
This
can
arguably
be
attributed
to
a
series
specific
factors:
(a)
The
recent
development
more
direct
and
efficient
protocols
for
these
species,
which
make
reagents
wide
structural
variety
easily
available
multigram
scale.
(b)
recognition
that
reactivity
resembles
hypervalent
iodine
compounds,
therefore,
they
used
as
effective
replacement
such
species
most
their
applications.
(c)
Their
intrinsic
thermal
stability
tolerance
air
moisture,
clearly
surpass
I(III)-reagents
analogue
reactivity,
facilitate
purification,
isolation
well-defined
storage,
safely
handling
on
larger
(d)
Finally,
possibility
further
functionalize
once
sulfur-containing
platform
been
incorporated.
Specifically,
this
last
synthetic
approach
is
not
trivial
when
working
with
I(III)-species
facilitates
access
no
counterpart
I(III)
realm.This
renewed
led
improvement
already
existing
transformations
well
discovery
unprecedented
ones;
particular,
by
incorporate
partners
traditional
cross-coupling
C–H
activation
steps
or
combine
them
modern
technologies
photocatalysis
electrosynthesis.
In
Account,
originally
prepared
our
laboratory
will
outlined
compared
I(III)-counterparts.
Some
are
now
commercially
available,
started
spread
widely
across
chemistry
community,
helping
speed
process
identification
potentially
bioactive
products
new
functionaliced
materials.
However,
challenges
still
remain.
characterized
an
optimal
balance
between
site-selectivity,
showing
broader
compatibility
toward
sensitive
functional
groups
need.
addition,
often
makes
necessary
(sophisticated)
catalysts
activate
latent
hidden
structures.
Although
priori
one
see
fact
disadvantage,
it
might
actually
decisive
harvest
full
potential
because
surely
preparation
operational
context
I(III)-chemistry.
If
becomes
true,
may
contribute
expediting
retrosynthetic
disconnections
that,
date,
impossible.
Chalconium
and
halonium
salts
catalyze
Schiff
condensation.
Kinetic
data
DFT
calculations
show
that
the
catalytic
activity
correlates
with
maximum
electrostatic
potential
on
σ-holes,
whereas
other
factors
are
less
significant.
Beilstein Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
21, P. 234 - 241
Published: Jan. 30, 2025
An
efficient
and
eco-friendly
approach
for
synthesizing
difluoromethyl-
aryldifluoromethyl-substituted
polycyclic
imidazoles
was
established
via
a
visible-light-promoted
radical
cyclization
reaction.
This
method
employed
the
readily
accessible
inexpensive
CF
2
HCO
H
or
PhCF
COOH,
along
with
benzimidazoles
bearing
unactivated
alkenes
PhI(OAc)
as
substrates,
proceeded
without
need
of
any
base,
metal
catalyst,
photocatalyst
additive.
In
total,
24
examples
were
examined,
all
them
successfully
underwent
reaction
to
produce
target
products
in
good
excellent
yields.
Mechanistic
studies
revealed
that
proceeds
pathway.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 2, 2025
Herein,
we
have
reported
the
application
of
bench
stable
perfluoroalkanoic
acids
as
fluoro-alkylating
reagents
in
combination
with
DIB
and
primary
amides
for
sequential
one-pot
transformation
to
R
ChemistrySelect,
Journal Year:
2025,
Volume and Issue:
10(3)
Published: Jan. 1, 2025
Abstract
A
new
and
effective
metal‐free
method
for
synthesizing
3‐aryloxindole
derivatives
through
hypervalent
iodine(III)‐mediated
1,2‐aryl
migration
in
3‐arylideneindolin‐2‐ones
is
presented
this
study.
The
reaction
utilizes
(diacetoxyiodo)benzene
(DIB)
methanol
to
trigger
skeletal
oxidative
rearrangement,
resulting
the
formation
of
all‐carbon
quaternary
centers
at
C3
position
oxindoles.
This
approach
provides
a
mild
environmentally
friendly
alternative
traditional
metal‐catalyzed
processes,
offering
broad
substrate
tolerance.
Furthermore,
valuable
synthetic
route
constructing
biologically
significant
with
potential
pharmaceutical
applications.
ACS Catalysis,
Journal Year:
2025,
Volume and Issue:
unknown, P. 2927 - 2938
Published: Feb. 4, 2025
Cyclic
aryliodoniums
are
widely
used
as
arylative
reagents
via
a
ring
opening
process.
Despite
the
numerous
synthetic
achievements,
precise
control
of
regioselective
unsymmetrical
cyclic
remains
fundamental
challenge
in
chemistry.
Herein,
we
report
an
effective
substrate
and
catalyst
cocontrolled
chemoselective
reclosing
with
alkynes.
Particularly,
ortho-installed
aryliodonium
amido
groups
palladium
catalysts
direct
switch
formation
either
C–N
or
C–O
bond
during
annulation.
The
experiment
density
functional
theory
(DFT)
study
indicate
cooperative
mode
influenced
by
steric
electronic
effects
substrates
catalysts.
This
method
features
broad
scope,
good
compatibility,
high
chemoselectivity,
providing
divergent
tetra-heterocyclic
arenes.
It
further
demonstrated
practicality
this
protocol
complex
derived
from
series
clinical
drugs
efficiency.
Molecules,
Journal Year:
2025,
Volume and Issue:
30(4), P. 784 - 784
Published: Feb. 8, 2025
Iodine(III)
reagents
have
become
a
highly
relevant
tool
in
organic
synthesis
due
to
their
great
versatility
as
strong
but
green
oxidants.
Several
transformations
involving
cyclizations
well
functionalization
of
different
cores
been
broadly
described
and
reviewed.
Herein,
the
participation
these
photochemical
exclusively
by
direct
irradition
or
photoredox
cycles
using
some
transition
metals,
will
be
briefly
plausible
further
that
potentially
can
developed.
