Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(18), P. 3101 - 3106
Published: Aug. 16, 2023
Abstract
We
developed
the
remote
selective
C−H
bromination
for
synthesis
of
C4′‐brominated
biarylphosphine
oxides
using
FeBr
3
as
a
brominating
reagent.
C3′‐Brominated
products
were
obtained
in
reactions
with
substrates
bearing
2,4,6‐triisopropyl
substituent
on
bottom
ring.
Moreover,
direct
access
to
C5‐chlorinated
peri
‐substituted(1‐naphthalenyl)phosphines
is
FeCl
chlorinating
These
halogenated
compounds
can
be
utilized
cross‐coupling
construct
functionalized
phosphine
oxides.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(8), P. 1739 - 1744
Published: Feb. 17, 2024
A
general
catalytic
donor
for
the
combination
of
a
photoinduced
electron
donor–acceptor
(EDA)
complex
and
energy
transfer
was
developed.
This
mild
metal-free
protocol
allows
facile
access
to
various
Z-alkenes.
Mechanism
studies
revealed
that
organophotocatalyst,
4-CzIPN,
formed
distinct
three-component
EDA
with
redox-active
esters
(C6H5O)2P(O)OH
trigger
photoredox
catalysis.
The
E
→
Z
isomerization
achieved
via
exchange
from
4-CzIPN.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 26, 2025
Allyl
groups
could
be
transformed
into
various
functional
groups.
A
novel
and
highly
regioselective
approach
for
the
Pd-catalyzed
ortho
C–H
allylation
of
tertiary
anilines
has
been
developed.
Various
substitution
were
well-tolerated,
allylated
linezolid,
ibuprofen,
naproxen,
ketoprofen,
dehydroabietic
acid
derivatives
easily
prepared.
Notably,
this
new
method
overcomes
limitations
classical
amide-directing
groups,
as
amide
are
well-tolerated
in
reaction.
Preliminary
mechanistic
studies
revealed
that
a
dual-ligand
effect
may
involved
achieving
excellent
selectivity
reaction
facilitated
by
N-Bz-Gly
Ag2CO3.
Further
indicate
FeCl3
is
necessary
Lewis
to
activate
allyl
bromide.
Chemistry - An Asian Journal,
Journal Year:
2023,
Volume and Issue:
18(23)
Published: Oct. 17, 2023
A
simple
and
efficient
method
for
the
synthesis
of
diarylmethyl-functionalized
anilines
through
hexafluoroisopropanol
(HFIP)-mediated
regioselective
1,6-hydroarylation
reaction
para-quinone
methides
(p-QMs)
with
under
catalyst-
additive-free
conditions
is
reported.
Various
kinds
p-QMs
amines
(e.
g.
primary,
secondary
tertiary
amines)
are
well
tolerated
in
this
transformation
without
pre-protection
amino
group,
corresponding
products
could
be
generated
good
to
excellent
yields
satisfactory
regioselectivity
optimized
conditions.
In
addition
adaptable
amine
compounds,
indoles
their
derivatives
also
compatible
system.
This
can
easily
extended
a
gram
scale-synthesis
level
synthesize
target
product.
Furthermore,
it
worth
noting
that
some
complex
small
aniline
molecules
biological
activity
selectively
modified
using
method.
The
possible
mechanism
proposed
step-by-step
control
experiments
DFT
calculations,
showing
key
process
achieving
hydrogen
bonding
effect
HFIP
substrates.
European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
26(36)
Published: Aug. 25, 2023
Abstract
A
strategy
for
the
synthesis
of
diverse
protected
α‐monofluoro‐γ‐amino
acid
derivatives
has
been
developed.
This
reaction
assembles
a
simple
enamide,
quinoxalin‐2(1
H
)‐one,
and
diethyl
2‐bromo‐2‐fluoromalonate
through
three‐component
driven
by
visible
light.
The
advantages
this
protocol
include
simplicity
its
operation,
mild
conditions,
high
functional
group
tolerance,
applicability
to
wide
variety
substrates.
fluorine‐containing
amino
derivative
significant
value
potential
applications
in
medicinal
chemistry
chemical
biology.
ChemCatChem,
Journal Year:
2023,
Volume and Issue:
16(8)
Published: Dec. 22, 2023
Abstract
Ru‐catalyzed
directing
group
assisted
C−H
functionalization
of
arenes
remains
one
the
powerful
tools
for
site
selective
organic
synthesis.
Previous
thermos
versions
normally
require
high
temperature,
rendering
low
functional
tolerance.
With
emergence
photoredox
chemistry,
visible
light
mediated
mild
directed
activation,
especially
using
[RuCl
2
(
p
‐cymene)]
as
catalyst,
have
recently
been
investigated.
Meta
,
ortho
and
para
selectivity
achieved
owing
to
different
activation
mode
ruthenium
complex.
Inner‐sphere
electron
transfer
outer‐sphere
redox
processes
were
attributed
reaction
pathway.
In
this
review,
we
will
provide
an
overview
on
recent
achievements
in
arenes.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(32), P. 6503 - 6508
Published: Jan. 1, 2023
Inexpensive
and
commercially
available
2,4,6-triphenylpyrrolium
tetrafluoroborate
(TPT)
is
used
as
an
organic
photocatalyst
for
the
nucleophilic
aromatic
substitution
of
unactivated
fluoroarenes
with
pyrazole
derivatives
(SNAr)
to
form
azole
arenes.
The
use
photoredox
catalysis
enables
easy
operation
this
method
under
mild
conditions.
Various
fluorinated
compounds
are
suitable
electrophiles
transformation.
Journal of the American Chemical Society,
Journal Year:
2023,
Volume and Issue:
unknown
Published: Nov. 6, 2023
Catalytic
cross-couplings
of
tertiary
alkyl
electrophiles
with
carbon
nucleophiles
offer
a
powerful
platform
for
constructing
quaternary
centers,
which
are
prevalent
in
bioactive
molecules.
However,
these
reactions
remain
underdeveloped
primarily
because
steric
challenges
that
impede
efficient
bond
formation.
Herein,
we
describe
the
copper-catalyzed
synthesis
such
centers
through
C(sp3)-C(sp2)
bond-forming
reaction
between
halides
and
arene
rings
aniline
derivatives,
enabled
by
strategic
implementation
bidentate
bis(cyclopropenimine)
ligands.
The
copper
catalyst
bound
two
imino-nitrogen
atoms
ligands,
have
never
been
employed
metal
catalysis
previously,
is
highly
effective
rapidly
activating
to
generate
radicals,
allowing
them
react
aryl
under
mild
conditions
remarkably
short
times
(1-2
h).
Various
bearing
carbonyl
functional
groups
can
be
coupled
secondary
or
primary
anilines,
furnishing
range
good
yields.
Several
mechanistic
observations
support
generation
copper(II)
species
radicals
as
result
elucidate
steps
proposed
catalytic
cycle.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
22(1), P. 80 - 84
Published: Nov. 22, 2023
Construction
of
the
sterically
demanding
Csp2(oS)-Csp3(T)
bond
was
achieved
by
carrying
out
Pd-catalyzed
carboxylate-directed
Mizoroki-Heck
reaction
under
extra-ligand-free
aqueous
conditions.
The
cooperative
role
presence
water
with
absence
phosphine
ligand
proposed
to
accelerate
migratory
insertion
process
considerably,
delivering
a
broad
substrate
scope.
Chemistry - An Asian Journal,
Journal Year:
2023,
Volume and Issue:
19(4)
Published: Dec. 20, 2023
Herein,
we
have
reported
the
synthesis
of
a
macrocyclic
organosulfur
ligand
(L1)
having
seventeen-membered
ring.
Subsequently,
corresponding
trans-palladium
complex
(C1)
bulky
was
synthesized
by
reacting
it
with
PdCl
