ChemCatChem,
Journal Year:
2024,
Volume and Issue:
16(23)
Published: Aug. 27, 2024
Abstract
Fluoroalkyl
ketones
are
a
class
of
structural
motifs
which
ubiquitous
in
bioactive
molecules,
and
serve
as
synthons
for
diverse
value‐added
fluorine‐containing
targets.
The
presence
fluorine
significantly
alters
the
lipophilicity
bioactivity
alkyl
well
imposes
additional
challenges
on
synthesis
fluoroalkyl
ketones.
Traditional
methods
heavily
rely
multiple‐step
manipulations
require
stoichiometric
reagents
suffer
from
low
efficiency.
Thus,
development
synthesizing
enabled
by
catalytic
is
highly
valuable
yet
challenging.
This
Concept
summarizes
recent
renaissance
developing
with
substitution
patterns
different
precursors.
In
addition,
further
efforts
method
also
discussed.
Chemical Reviews,
Journal Year:
2024,
Volume and Issue:
124(8), P. 4822 - 4862
Published: April 2, 2024
The
synthesis
of
organic
compounds
efficiently
via
fewer
steps
but
in
higher
yields
is
desirable
as
this
reduces
energy
and
reagent
use,
waste
production,
thus
environmental
impact
well
cost.
reactivity
C–H
bonds
ortho
to
fluorine
substituents
(poly)fluoroarenes
with
metal
centers
enhanced
relative
meta
para
positions.
Thus,
direct
functionalization
without
prefunctionalization
becoming
a
significant
area
research
chemistry.
Novel
selective
methodologies
functionalize
(poly)fluorinated
arenes
by
taking
advantage
the
C–F
are
continuously
being
developed.
This
review
summarizes
reasons
for
consequent
developments
valuable
(poly)fluoroarene-containing
compounds.
Chemical Society Reviews,
Journal Year:
2024,
Volume and Issue:
53(9), P. 4741 - 4785
Published: Jan. 1, 2024
The
review
summarizes
advances
in
the
radical
chemistry
of
polyfluorinated
arenes
under
photocatalytic
conditions.
fluoroaryl
fragment
serves
as
enabling
motif
for
reaction
design
and
efficient
generation
reactive
intermediates.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 26, 2025
A
chemo-,
regio-,
and
stereoselective
condensation
reaction
of
perfluoroalkyl
alkynes
(PFAAs),
(CH2O)n,
(NH4)2CO3
through
the
cleavage
five
inert
C(sp3)-F
bonds
at
three
distinct
carbon
sites,
thereby
establishing
an
unprecedented
platform
for
synthesizing
structurally
unique
(E)-(2-amino-fluoroalkenyl)pyrimidines,
is
first
developed.
Remarkably,
this
features
mild
conditions,
good
compatibility
with
various
functional
groups,
excellent
E-stereoselectivity,
late-stage
modification
complex
molecules,
scalability,
versatile
synthetic
transformations
resulting
heterocyclic
compounds.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(5), P. 1388 - 1394
Published: Jan. 1, 2024
Zn-catalyzed
stereoselective
hydrodefluorination
of
CF
3
-substituted
alkenes,
gem
-difluoroalkenes
and
polyfluoroarenes
by
hydride
ion
addition
has
been
realized
through
controlled
C(sp
)–F
and/or
2
bonds
cleavage.
ACS Catalysis,
Journal Year:
2024,
Volume and Issue:
14(9), P. 6432 - 6439
Published: April 11, 2024
Herein,
we
disclose
a
nickel-catalyzed
dearomative
reductive
aryl-fluoroalkenylation
of
indoles
by
defluorinative
coupling
with
gem-difluoroalkenes.
The
catalytic
protocol
affords
facile
assembly
various
monofluoroalkene-containing
polycyclic
fused
indolines
bearing
two
contiguous
carbon
stereocenters
in
high
diastereo-
and
enantioselectivities
tolerance
diverse
functional
groups.
ChemistrySelect,
Journal Year:
2025,
Volume and Issue:
10(6)
Published: Feb. 1, 2025
Abstract
A
series
of
fluoropyridines
featuring
a
N,N,N’
‐trimethyl,
N’
‐trimethylsilylaminal
group
were
subjected
to
methanolysis.
The
methanolysis
carried
out
at
room
temperature
yielded
mixture
products.
aminal
was
transformed
into
methylimine
and
ensuing
dimethylamine
substituted
(or
not)
fluorine
atom.
relative
content
pyridine
methylimines
with
dimethylamino
without
it
determined
for
all
fluoropyridines.
Additionally,
these
compounds
hydrolyzed
aldehydes.
This
work
presents
novel
efficient
methodology
synthesizing
important
scaffolds
found
in
various
drug
candidates
biologically
relevant
compounds.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
27(10), P. 2492 - 2497
Published: March 5, 2025
A
controlled
cleavage
of
double
C-F
bonds
in
sterically
hindered
tetrasubstituted
CF3-alkenes
using
formate
salt
has
been
achieved
through
a
photoinduced
electron
transfer
approach.
Diverse
γ-branched
multifunctionalized
gem-difluoroalkenes
and
α-fluoroacrylic
acids
are
obtained
sequentially
via
hydrodefluorination
bond
carboxylation
with
good-to-high
yields.
Precisely
controlling
the
quantity
reaction
time
is
crucial
for
obtaining
divergent
defluorinative
products.
Formate
serves
as
C1
source,
hydrogen
donor,
reducing
agent.
Chinese Journal of Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 7, 2025
Comprehensive
Summary
The
use
of
CO
2
as
a
renewable
C1
source
for
the
synthesis
value‐added
chemicals
can
contribute
to
more
sustainable
chemistry.
In
this
work,
nickel‐catalyzed
amide‐directed
carboxylation
aryl
C−F
bonds
with
has
been
developed.
reaction
is
switchable
controlled
by
LiCl
react
one
or
two
molecules
afford
valuable
phthalimides
α‐hydroxycarboxylic
acid
derivatives.
Further
study
shows
that
step‐by‐step
process.
first
step
and
tandem
cyclization
phthalimides.
second
C−N
bond
,
intramolecular
nucleophilic
addition
amide
anion
carbonyl.
also
developed
based
on
reaction.
work
features
inert
functionalization,
activation,
multiple
incorporation.
Mechanistic
studies
indicate
azanickelacycle
intermediates
play
an
important
role,
facilitates
reduction
Ni(II)
Ni(I)
promotes
molecule
.
This
protocol
provides
efficient
route
functionalization
under
mild
conditions
via
chemical
fixation
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 24, 2025
The
indole
skeleton
exists
widely
in
natural
products,
pharmaceuticals,
and
materials.
We
disclose
here
a
trifluoromethyl
group
induced
regioselective
Larock
synthetic
method
from
unsymmetric
2-CF3-1,3-enynes.
presence
of
is
determinable
for
the
regioselectivity.
Once
CF3
was
replaced
with
methyl
or
phenyl
group,
ratio
1:1
to
1:1.4
isomers
were
obtained.
This
strategy
features
good
regioselectivity,
broad
substrate
scope,
high
functional
tolerance.
protocol
reported
offers
an
alternative
solution
rare
3,4-functionalization
products
further
transformed
show
distinctive
reactivity
hydroboration–oxidation
hydro-bromination.
