Journal of Fluorine Chemistry,
Journal Year:
2023,
Volume and Issue:
273, P. 110239 - 110239
Published: Dec. 30, 2023
Fluorinated
molecules
often
show
superior
bioactivity
or
ADME
(absorption,
distribution,
metabolism,
and
excretion)
properties
compared
to
their
non-fluorinated
analogues.
In
fact,
20–30
%
of
newly
approved
drugs
the
majority
recently
agrochemicals
are
organofluorine
compounds.
Unsurprisingly,
there
is
great
interest
in
development
new
and/or
improved
processes
for
fluorine
incorporation.
Pd-catalyzed
arylfluorination
alkenes
a
novel,
emerging
fluorination
method,
which
simultaneously
introduces
atom
an
aryl
group
into
alkene
framework.
The
aim
current
work
was
studying,
improving,
extending
literature
protocol,
originally
utilized
N-allylated
sulfonamide
substrates.
Selenium-based
catalysts
have
recently
been
utilized
to
facilitate
a
variety
of
new
organic
transformations,
owing
their
intrinsic
advantages,
including
low
cost,
toxicity,
stability
in
both
air
and
water,
strong
compatibility
with
diverse
functional
groups.
The
difunctionalization
alkenes-the
process
incorporating
two
groups
onto
carbon-carbon
double
bond-has
garnered
particular
interest
within
the
chemical
community
its
significant
applications
synthesis.
Recently,
organoselenium-catalyzed
alkenes
has
emerged
as
an
ideal
powerful
route
obtain
high-value
vicinal
difunctionalized
molecules.
This
review
emphasizes
recent
advancements
this
rapidly
evolving
field,
focusing
on
scope,
limitations,
mechanisms
various
reactions.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 8, 2025
An
unprecedented
successive
radical-promoted
thiolative
annulation/Pd-catalyzed
C-H
amination
of
N-benzyl-N-cyanopropiolamides
to
access
pyrrolo[2,1-b]quinazolin-1(9H)-ones
in
a
one-pot
manner
is
described.
Moreover,
altering
the
step
with
oxidation
(reagent
switch)
offered
maleimides
from
same
set
readily
accessible
precursors.
Both
transformations
display
versatility
across
wide
range
substrates,
enabling
efficient
various
functionalized
quinazolin-1-ones
and
good
yields.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(10), P. 3524 - 3529
Published: Jan. 1, 2024
A
visible-light-promoted
gold-catalyzed
fluoroarylation
of
gem
-difluoroallenes
is
developed.
This
reaction
proceeds
in
a
highly
stereo-
and
regioselective
manner
enables
facile
construction
tri-
tetra-substituted
trifluoromethyl
alkenes.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(22), P. 5782 - 5804
Published: Jan. 1, 2023
This
feature
article
summarizes
the
developments
in
fluorinated
carbene
transformations,
and
their
consequent
C–F
functionalization
a
cascade
platform.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(18), P. 4637 - 4642
Published: Jan. 1, 2023
A
novel
fluoroarylation
of
gem
-difluorostyrenes
with
AgF
and
(hetero)arenes
through
a
Pd(
ii
)-catalysed
C(aryl)–H
activation
cascade
was
developed,
constituting
an
efficient
method
to
access
CF
3
-substituted
fluorenes
1,1-diarylmethanes.
The Chemical Record,
Journal Year:
2023,
Volume and Issue:
23(9)
Published: Feb. 6, 2023
The
fluorinated
building
block
strategy
and
the
direct
fluorination
are
of
great
importance
for
synthesis
new
molecules.
These
strategies
complement
each
other
can
be
combined
to
develop
a
methodology
construction
wide
variety
fascinating
organofluorine
compounds.
In
our
opinion,
versatile
blocks
used
in
this
method
should
satisfy
following
conditions:
1)
readily
prepared
from
commercially
available
reagents;
2)
easy
handle;
3)
storage
under
ordinary
conditions
without
noticeable
decomposition;
4)
applicability.
Based
on
aforementioned
requirements,
we
focused
use
vinyl
sulfonium
salts.
This
brief
review
describes
five
types
salts
their
reactions.
Especially,
featured
typical
groups
containing
trifluoromethyl
(CF3
),
difluoromethyl
(CF2
H),
monofluoromethyl
(CFH2
monofluoro
(F)
or
β-bromotetrafluoroethyl
(BrCF2
CF2
)
moieties
combination
with
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(45), P. 8979 - 8983
Published: Jan. 1, 2023
The
synthesis
of
stereo-defined
α-trifluoromethyl
arylenes
is
great
importance
in
medical
chemistry,
organic
and
materials
science.
However,
despite
the
recent
advances,
Z-selective
formation
has
remained
underdeveloped.
Here,
we
describe
a
facile
approach
towards
Z-α-trifluoromethyl
through
Pd-catalysed
stereoselective
fluoroarylation
1,1-difluoroallenes
presence
bulky
monophosphine
ligand.
ChemistrySelect,
Journal Year:
2023,
Volume and Issue:
8(47)
Published: Dec. 15, 2023
Abstract
A
convenient
synthetic
procedure
has
been
developed
for
the
access
of
phenyl‐substituted
alicyclic
β‐amino
acid
derivatives.
The
substrate‐directed
palladium‐catalyzed
cross‐coupling
phenylboronic
with
five‐
or
six‐membered
cycloalkene
esters
and
bicyclic
β‐lactams
in
presence
Selectfluor
as
oxidant
provided
azetidin‐2‐ones.
Phenylations
were
investigated
under
various
experimental
conditions
different
ligands
solvent
systems.
structural
architecture
starting
compounds
position
their
ring
olefin
bond
influenced
predetermined
structure
products.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(20), P. 14540 - 14549
Published: Sept. 29, 2023
Density
functional
theory
(DFT)
calculations
have
been
employed
to
investigate
the
mechanism
of
carboamination
and
diamination
unactivated
alkenes
mediated
by
Pd(IV)
intermediates.
Both
reactions
share
a
common
intermediate,
serving
as
starting
point
for
either
or
pathway.
The
formation
this
intermediate
encompasses
transition
state
that
substantially
impacts
turnover
frequency
(TOF)
catalytic
cycles,
with
an
apparent
activation
free-energy
barrier
26.1
kcal
mol-1.
Carboamination
proceeds
through
coordination
toluene
molecule,
C-H
activation,
inner
reductive
elimination,
separation
product
from
while
involves
ion
nucleophile,
SN2
attack,
product.
A
comparison
profiles
can
elucidate
origin
chemoselectivity,
Bader's
atoms
in
molecules
(AIM)
wave
function
analyses
performed
analyze
contributions
outer
C-N
bonding
process.
ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
13(14), P. 9766 - 9776
Published: July 11, 2023
Computational
and
mechanistic
studies
of
Pd-catalyzed
alkene
carboacylation
via
ester
bond
activation
are
investigated
through
a
combination
density
functional
theory
(DFT)
second
order
perturbation
(MP2)
calculations
experimental
methods.
The
key
elementary
steps
the
catalytic
cycle,
oxidative
addition,
migratory
insertion,
transmetalation,
reductive
elimination,
examined.
In
this
paper,
we
propose
novel
mechanism
for
title
reaction;
indicate
that
Pd(II)
intermediate
preceding
insertion
is
cationic
as
opposed
to
neutral
metal
species
previously
proposed
in
these
types
reactions.
new
organoboron
has
been
identified
competent
nucleophile
transition
metal-catalyzed
reaction.
Analysis
competing
Suzuki
coupling
pathways
reveals
pathway
be
more
energetically
favorable
with
appropriate
selection
arylboron
reagent.
Experimental
control
consistent
computational
findings.
