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.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(13), P. 2092 - 2125
Published: May 16, 2023
Abstract
Fluorinated
alkyl
iodides
serve
as
a
convenient
and
inexpensive
source
of
fluoroalkyl
radicals
that
can
readily
undergo
addition
to
the
C−C
unsaturated
bonds
alkynes
alkenes
which
is
foundation
for
variety
useful
synthetic
protocols.
Since
2010
this
field
has
witnessed
huge
progress
in
several
respects.
First
portfolio
fluorinated
was
extended
beyond
only
simple
perfluoroalkyl
(C
n
F
2n+1
I).
In
particular,
employment
iododifluoro−methyl‐
carbonyls
phosphonates
enabled
facile
installation
medicinally
relevant
difluoromethylene
motif.
Secondly,
from
conceptual
point
view,
novel
strategies
activation
towards
radical
formation
have
been
introduced,
relying
on
electron
donor‐acceptor
(EDA)
complexes,
photoredox
catalysis,
frustrated
Lewis
pairs
transition
metal
complementing
prior
approaches
based
heat
UV
induced
C−I
homolysis,
initiators,
transfer
processes.
Based
these
range
fluoroalkylative
transformations
systems
added
classical
iodoperfluoroalkylation.
Broadly
applicable
protocols
fluoroalkylation
hydrofluoroalkylation,
well
more
sophisticated,
complexity‐building
methods
fluoroalkylation‐annulation
tandem
multicomponent
fluoroalkylations
with
concomitant
another
functionality
recently
disclosed.
This
review
summarizes
achieved
since
reactivity
emphasis
placed
above‐mentioned
advances.
Chemistry - A European Journal,
Journal Year:
2022,
Volume and Issue:
29(19)
Published: Dec. 10, 2022
Abstract
Organofluorine
chemistry
has
become
an
expanding
area
of
research
in
organic
and
drug
design.
The
synthesis
fluorine‐containing
molecules
received
high
significance
synthetic
chemistry.
Trifluoromethylative
difunctionalizations
carbon‐carbon
multiple
bonds
with
the
simultaneous
introduction
a
CF
3
group
another
function
have
considerable
relevance.
Because
importance
bond‐forming
reactions
synthesis,
carbotrifluoromethylations
are
considered
to
be
field
increasing
importance.
Our
current
goal
this
review
is
summarize
recent
developments
various
trifluoromethylation
(excluding
aryl‐
alkynyl‐trifluoromethylations)
taking
into
consideration
several
main
approaches,
such
as
alkenyltrifluoromethylation,
alkyltrifluoromethylation,
carbonyltrifluoromethylation,
cyanotrifluoromethylation
reactions.
Molecules,
Journal Year:
2024,
Volume and Issue:
29(6), P. 1191 - 1191
Published: March 7, 2024
Incorporation
of
a
trifluoromethyl
group
with
1,2,3-triazoles
motifs
was
described.
We
explored
click
reaction
approach
for
regioselective
synthesis
1-susbstituted-4-trifluoromethyl-1,2,3-triazoles
in
which
1,8-diazabicyclo[5.4.0]undec-7-ene
(DBU)
reacts
commercial
2-bromo-3,3,3-trifluoropropene
(BTP)
to
form
3,3,3-trifloropropyne
(TFP)
situ.
Arising
from
merits
associated
the
availability
and
stability
BTP,
high
efficiencies
CuI/1,10-Phenanthroline
(Phen)-catalyzed
cycloaddition
reactions
azides
alkynes,
this
readily
performed
process
takes
place
target
yields,
wide
azide
substrate
scope.
The
potential
value
protocol
demonstrated
by
its
application
gram-scale
reaction.
Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
29(56)
Published: July 19, 2023
1,1,2,2-Tetrafluoroethyl-containing
compounds
are
valuable
structures
due
to
their
unique
physicochemical
properties,
which
have
increasing
potential
application
in
drug
discovery.
However,
synthetic
methods
for
preparing
such
rare.
Herein,
we
report
the
first
use
of
1,1,2,2-tetrafluoroethanesulfonyl
chloride
introduce
HCF2
CF2
group
into
organic
molecules
via
a
three-component,
radical
tetrafluoroethyl-heteroarylation
alkenes
with
readily
available
quinoxalin-2(1H)-ones.
This
method
provides
new
and
facile
approach
late-stage
functionalization
biologically
active
molecules.
European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
26(18)
Published: March 24, 2023
Abstract
An
iron‐catalyzed
trifluoromethylation
of
indole‐tethered
alkene
with
Togni's
reagent
to
construct
CF
3
‐containing
spiro[indole‐3,3′‐pyrrolidine]
and
tetrahydrocarbazole
derivatives
under
mild
convenient
conditions
has
been
disclosed.
Mechanistic
studies
indicate
that
the
reaction
proceed
through
a
radical
addition
alkene,
followed
by
sequential
dearomatizing
spiocyclization
indole
oxidation
afford
derivatives.
Meanwhile,
when
substituent
at
C2
position
is
hydrogen,
obtained
cyclization
indole.
Results in Chemistry,
Journal Year:
2024,
Volume and Issue:
7, P. 101309 - 101309
Published: Jan. 1, 2024
A
study
on
some
halofluorination
and
fluoroselenation
protocols
of
various
functionalized
cyclic
olefins,
such
as
esters,
lactams
or
amino
esters
model
compounds
is
presented.
The
ring
olefin
bond
functionalizations
were
based
their
activation
either
with
NBS,
NIS
PhSeBr
followed
by
treatment
nucleophilic
fluorinating
agents,
Deoxo-Fluor.
attempted
synthetic
assays
have
been
found
to
be
highly
substrate
dependent,
influenced
the
nature
functional
groups
present
cycloalkene
skeleton
well
stereostructural
architecture
starting
compounds.
Synthesis,
Journal Year:
2023,
Volume and Issue:
55(12), P. 1834 - 1843
Published: Jan. 26, 2023
Abstract
Due
to
the
increasing
need
for
fluorine-containing
drugs,
synthesis
of
organofluorine
scaffolds
has
become
a
highly
researched
area
synthetic
organic
chemistry.
The
introduction
trifluoromethyl
group
into
structure
an
molecule
considerable
potential
and
several
advantages
concerning
characteristics
fluorinated
pharmaceuticals.
incorporation
CF3
at
multiple
bonds
containing
nitrogen
heteroatom
is
relatively
new
field
currently
it
expanding
This
short
review
summarizes,
first
time,
recent
developments
in
trifluoromethylation
reactions
isonitriles.
1
Introduction
2
Trifluoromethylation
Reactions
Isonitriles
2.1
Synthesis
Trifluoromethylated
Phenanthridine
Derivatives
2.2
Quinoline
2.3
Isoquinoline
2.4
Indole
2.5
Pyridine
3
Summary
Outlook
The Chemical Record,
Journal Year:
2023,
Volume and Issue:
23(9)
Published: July 31, 2023
Abstract
The
demand
for
practical
methods
the
synthesis
of
novel
fluoroalkyl
molecules
is
increasing
owing
to
their
diverse
applications.
Our
group
has
achieved
efficient
difunctionalizing
fluoroalkylations
alkenes
using
fluorinated
carboxylic
anhydrides
as
user‐friendly
sources.
Fluorinated
diacyl
peroxide,
prepared
in
situ
from
anhydrides,
enables
development
reactions
when
used
a
radical
fluoroalkylating
reagent.
In
this
account,
we
aim
provide
an
in‐depth
understanding
structure,
bonding,
and
reactivity
peroxides
radicals
well
control
fluoroalkylation
reactions.
first
part
physical
properties
are
described.
subsequent
part,
categorize
into
copper‐catalyzed
metal‐free
utilizing
oxidizing
peroxides.
We
also
outline
examples
mechanisms.
Synlett,
Journal Year:
2024,
Volume and Issue:
unknown
Published: June 24, 2024
Abstract
Studies
on
the
transformations
of
some
functionalized
cycloalkene
derivatives
through
their
ring
olefin-bond
aziridination/aziridine
opening
with
fluoride
are
presented.
The
selected
model
compounds
submitted
to
fluorinative
functionalization
were
an
amino
ester
and
diesters
a
cyclohexene
skeleton
as
well
cyclopentene-fused
β-lactam.
Functionalization
proceeded
across
substrate-directed
diastereoselective
aziridination,
followed
by
fluoride-mediated
aziridine
or
intramolecular
lactonization
giving
fluorinated
lactone
derivatives.
