iScience,
Journal Year:
2022,
Volume and Issue:
25(12), P. 105566 - 105566
Published: Nov. 16, 2022
A
copper-mediated
trifluoromethyltelluration
of
arylboronic
acids
with
[Me4N][TeCF3]
using
air
as
an
environmental
friendly
oxidant
is
presented.
The
reaction
proceeded
smoothly
under
mild
conditions
in
the
presence
Cu(OTf)2
and
bipyridine
to
provide
corresponding
trifluoromethyltellurated
products
good
yields.
Vinylboronic
acid
pinacol
ester
were
also
suitable
substrates
conversion
but
yields
are
low.
This
transformation
featured
simplicity,
functional
group
tolerance,
a
wide
range
substrates,
allowing
for
convenient
access
various
TeCF3-containing
molecules,
represented
first
Chan-Lam
type
highly
reactive
salt.
Pharmaceuticals,
Journal Year:
2022,
Volume and Issue:
15(8), P. 999 - 999
Published: Aug. 14, 2022
Nowadays,
the
selective
introduction
of
fluorine
into
bioactive
compounds
is
a
mature
strategy
in
design
drugs
allowing
to
increase
efficiency,
biological
half-life
and
bio-absorption.
On
other
hand,
amino
acids
(AAs)
represent
one
most
ubiquitious
classes
naturally
occurring
organic
compounds,
which
are
found
over
40%
newly
marked
small-molecule
pharmaceutical
medical
formulations.
The
primary
goal
this
work
underscore
two
major
trends
modern
pharmaceuticals.
first
dealing
with
unique
structural
characteristics
provided
by
structure
featuring
an
abundance
functionality
presence
stereogenic
center,
all
bodes
well
for
successful
development
targeted
bioactivity.
second
related
fine-tuning
desired
activity
pharmacokinetics
fluorine.
Historically,
both
were
developed
separately
as
innovative
prolific
approaches
drug
design.
However,
recent
decades,
these
clearly
converging
leading
ever-increasing
number
approved
pharmaceuticals
containing
features
Chinese Journal of Chemistry,
Journal Year:
2023,
Volume and Issue:
41(17), P. 2179 - 2196
Published: April 25, 2023
Comprehensive
Summary
The
trifluoromethoxy
functional
group
has
received
increasing
attention
in
recent
years
due
to
its
distinctive
properties
such
as
good
metabolic
stability,
appropriate
lipophilicity
and
special
electrical
properties.
Thus,
the
development
of
new
reagents
strategies
direct
trifluoromethoxylation
are
attracting
enthusiasm
many
fluorine
chemical
workers.
At
present,
nucleophilic
radical
trifluoromethoxylating
have
made
major
breakthroughs,
greatly
promoting
chemistry.
This
review
is
mainly
divided
into
two
parts:
types,
focusing
on
history,
characteristics
applications
various
reagents.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(18)
Published: March 2, 2023
Due
to
the
strong
electron-withdrawing
nature
and
high
lipophilicity
of
trifluoromethoxy
group
(OCF3
),
methods
for
introducing
OCF3
into
organic
molecules
are
in
demand.
However,
research
area
direct
enantioselective
trifluoromethoxylation
is
still
embryonic
stage,
with
limited
enantioselectivity
and/or
reaction
types.
Here,
we
describe
first
copper-catalyzed
propargyl
sulfonates
using
trifluoromethyl
arylsulfonate
(TFMS)
as
source
up
96
%
ee.
Chemistry - A European Journal,
Journal Year:
2022,
Volume and Issue:
28(58)
Published: July 26, 2022
Abstract
Direct
fluoroalkoxylation
reactions
of
(hetero)arenes,
carbon‐carbon
multiple
bonds,
and
substitution
at
Csp
3
carbon
centers
by
CF
O,
CHF
2
(CF
)
CFO
groups
are
discussed.
Emphasis
on
thermal
radical,
electron
transfer,
photocatalytic,
electrochemical
redox‐neutral
radical
methods
placed
to
accomplish
reactions.
All
these
employ
either
fluoroalkoxylating
reagents
or
some
nucleophilic
trifluoromethoxylating
sources
O.
A
summary
all
is
provided
in
Table
2.
Organometallics,
Journal Year:
2024,
Volume and Issue:
unknown
Published: April 4, 2024
Many
trifluoromethoxylation
approaches
often
proposed
nucleophilic
AgIOCF3
as
a
key
intermediate.
However,
the
structure
of
this
intermediate
remains
elusive.
Herein,
thermally
stable,
light-insensitive
trifluoromethoxylating
reagent
[Ag(PPhtBu2)(OCF3)]
(1)
was
prepared
and
fully
characterized.
Reagent
1
reacted
with
variety
alkyl
electrophiles
including
benzyl
bromodes/chlorides,
primary
bromides/iodides/triflates/nosylates,
secondary
bromides/triflates/nosylates
in
good
to
excellent
yields.
Mechanistic
investigation
by
reaction
three
enantioenriched
suggested
that
these
reactions
proceed
via
an
SN2
pathway,
which
is
consistent
our
original
mechanistic
hypothesis.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(25)
Published: April 22, 2024
Abstract
The
fluoroalkoxy
groups
(OR
f
)
are
widely
used
motifs
in
pharmaceutical
and
agrochemical
fields
due
to
their
unique
physicochemical
properties
including
higher
lipophilicity
increased
metabolic
stability.
Thus,
the
high
value
of
OR
‐containing
derivatives
has
stimulated
development
fluoroalkoxylation
reactions.
In
this
review,
we
highlight
recent
progress
various
trifluoroalkoxylating
reagents
applications
organic
synthesis
past
five
years.
Beilstein Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
19, P. 448 - 473
Published: April 17, 2023
The
last
decade
has
witnessed
the
emergence
of
innovative
synthetic
tools
for
synthesis
fluorinated
molecules.
Among
these
approaches,
transition-metal-catalyzed
functionalization
various
scaffolds
with
a
panel
groups
(XR
Chemical Reviews,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 22, 2025
Fluorine
and
nitrogen
form
a
successful
partnership
in
organic
synthesis,
medicinal
chemistry,
material
sciences.
Although
fluorine-nitrogen
chemistry
has
long
rich
history,
this
field
received
increasing
interest
made
remarkable
progress
over
the
past
two
decades,
driven
by
recent
advancements
transition
metal
organocatalysis
photochemistry.
This
review,
emphasizing
contributions
from
2015
to
2023,
aims
update
state
of
art
synthesis
applications
nitrogen-based
organofluorine
functional
molecules
chemistry.
In
dedicated
sections,
we
first
focus
on
fluorine-containing
reagents
organized
according
type
groups
attached
nitrogen,
including
N-F,
N-RF,
N-SRF,
N-ORF.
review
also
covers
nitrogen-linked
building
blocks,
catalysts,
pharmaceuticals,
agrochemicals,
underlining
these
components'
broad
applicability
growing
importance
modern
