Angewandte Chemie,
Journal Year:
2022,
Volume and Issue:
135(10)
Published: Dec. 21, 2022
Abstract
Trifluoromethanesulfonic
anhydride
has
been
widely
used
in
synthetic
organic
chemistry,
not
only
for
the
conversion
of
various
oxygen‐containing
compounds
to
triflates,
but
also
electrophilic
activation
and
further
amides,
sulfoxides,
phosphorus
oxides.
In
recent
years,
utilization
Tf
2
O
as
an
activator
nitrogen‐containing
heterocycles,
nitriles
nitro
groups
become
a
promising
tool
development
new
valuable
methods
with
considerable
success.
addition,
efficient
radical
trifluoromethylation
trifluoromethylthiolation
reagent
due
contained
SO
CF
3
fragment,
significant
progress
made
this
area.
This
review
summarizes
applications
above
two
aspects,
aims
illustrate
role
potential
application
synthesis.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 26, 2024
A
novel
Ru-catalyzed
protocol
for
C-7
selective
C-H
trifluoromethylation
of
coumarins
in
the
presence
light
is
presented.
This
reaction
undergoes
a
radical
type
nucleophilic
substitution
instead
electrophilic
owing
to
benzocore
activation
as
result
lowering
lowest
unoccupied
molecular
orbital
(LUMO).
Nature Communications,
Journal Year:
2024,
Volume and Issue:
15(1)
Published: Nov. 28, 2024
Constructing
organic
fluorophosphines,
vital
drug
skeletons,
through
the
direct
fluorination
of
readily
available
alkyl
phosphonates
has
been
impeded
due
to
intrinsic
low
electrophilicity
PV
and
high
bond
energy
P═O
bond.
Here,
are
electrophilically
activated
with
triflic
anhydride
N-heteroaromatic
bases,
enabling
nucleophilic
at
room
temperature
form
fluorophosphines
via
reactive
phosphine
intermediates.
This
approach
facilitates
late-stage
(radio)fluorination
broad
dialkyl
monoalkyl
phosphonates.
Monoalkyl
derived
from
targeted
drugs,
including
cyclophosphamide,
vortioxetine,
dihydrocholesterol,
effectively
fluorinated,
achieving
notable
yields
47−71%.
Radiofluorination
medically
significant
18F-tracers
synthons
completed
in
radiochemical
conversions
(radio-TLC)
51−88%
molar
activities
up
251
±
12
GBq/μmol
(initial
activity
11.2
GBq)
within
10
min
temperature.
Utilizing
a
phosphonamidic
fluoride
building
block
(BFPA),
[18F]BFPA-Flurpiridaz
[18F]BFPA-E[c(RGDyK)]2
demonstrate
high-contrast
target
imaging,
excellent
pharmacokinetics,
negligible
defluorination.
is
challenging.
Herein,
authors
show
that
Chemical Science,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 9, 2024
The
direct
functionalization
of
C–H
bonds
has
revolutionized
the
field
synthetic
organic
chemistry
by
enabling
efficient
and
atom-economical
modification
arenes
avoiding
prefunctionalization.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 17, 2024
Visible
light-promoted
multiple
trifluoromethylation
of
phenols
using
CF
3
I
enables
sequential
group
introduction
via
a
novel
continuous
activation
strategy,
providing
access
to
multi-CF
-substituted
under
mild
conditions.
Angewandte Chemie,
Journal Year:
2022,
Volume and Issue:
135(10)
Published: Dec. 21, 2022
Abstract
Trifluoromethanesulfonic
anhydride
has
been
widely
used
in
synthetic
organic
chemistry,
not
only
for
the
conversion
of
various
oxygen‐containing
compounds
to
triflates,
but
also
electrophilic
activation
and
further
amides,
sulfoxides,
phosphorus
oxides.
In
recent
years,
utilization
Tf
2
O
as
an
activator
nitrogen‐containing
heterocycles,
nitriles
nitro
groups
become
a
promising
tool
development
new
valuable
methods
with
considerable
success.
addition,
efficient
radical
trifluoromethylation
trifluoromethylthiolation
reagent
due
contained
SO
CF
3
fragment,
significant
progress
made
this
area.
This
review
summarizes
applications
above
two
aspects,
aims
illustrate
role
potential
application
synthesis.
