Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(100), P. 13915 - 13918
Published: Jan. 1, 2022
Herein
we
reported
the
use
of
Earth-abundant
iron
as
catalytic
metal
in
presence
Mn
to
induce
difluorobromoacetates
form
carbon
radicals,
which
reacted
with
trifluoromethyl
olefins
followed
by
β-F
elimination
generate
corresponding
gem-difluoroolefins.
The
cross-electrophile
coupling
displayed
excellent
functional
group
tolerance
and
broad
substrate
scope
under
mild
reductive
conditions,
affording
a
large
number
polyfluorinated
compounds,
could
be
further
transformed
other
valuable
molecules.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(41), P. 7567 - 7572
Published: Oct. 10, 2023
The
facile
synthesis
of
gem-difluorinated
1,2-diazetidines
was
achieved
by
metal-free
[3+1]
annulation
between
C,N-cyclic
azomethine
imines
with
difluorocarbene.
A
library
30
compounds
benefiting
from
the
TBAF-mediated
cyclization
process
could
be
directly
assembled
in
moderate
to
good
yield
under
mild
conditions.
plausible
mechanism
involving
difluorocarbene
pathway
proposed
based
on
carbene
trapping
and
control
experiments.
Many
exhibited
dramatic
antiproliferative
activity
4T1,
A549,
HeLa
tumor
cell
lines.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 25, 2025
p-CF3BnSeCF2Br
was
developed
as
a
bromodifluoromethylselenonating
reagent,
which
utilized
by
combining
with
mCPBA
and
Tf2O
for
the
synthesis
of
4-(bromodifluoromethylseleno)
isocoumarins
via
selenolation/lactonization
2-alkynylbenzoates.
The
transformation
postulated
to
proceed
multicomponent
reagents
system-enabled
sequence
involving
oxidation
into
its
selenium
sulfoxide,
activation
generated
sulfoxide
electrophilic
p-CF3BnSeOCF2Br
salt,
2-alkynylbenzoates
reactive
species
isocoumarins.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 6, 2025
A
novel
approach
to
the
synthesis
of
β-CF3
β-aminoenones
by
organic
amine
base-catalyzed
reaction
CF3-iminopropargylic
alcohols
with
carboxylic
acids
is
reported.
The
advantages
protocol
are
ease
operation,
available
starting
materials,
and
simple
tertiary
catalysts.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 8, 2025
Computational
studies
on
all
proposed
possible
mechanisms
of
the
annulations
difluorocarbene
and
enaminones
were
carried
out,
providing
comprehensive
mechanistic
insights
into
annulations.
The
results
suggest
that
asynchronous
concerted
[4
+
1]
cycloaddition
is
more
favorable
for
annulation
enaminones,
leading
to
2,2-difluoro-2,3-dihydrofuran-3-amine
derivatives
hardly
3,3-difluoro-2,3-dihydrofuran-2-amine
derivatives,
which
even
documented
be
obtained
should
minor
products.
calculation
further
verified
experimentally.
current
provide
a
thorough
understanding
correct
an
unreasonable
reported
result.
Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(100), P. 13915 - 13918
Published: Jan. 1, 2022
Herein
we
reported
the
use
of
Earth-abundant
iron
as
catalytic
metal
in
presence
Mn
to
induce
difluorobromoacetates
form
carbon
radicals,
which
reacted
with
trifluoromethyl
olefins
followed
by
β-F
elimination
generate
corresponding
gem-difluoroolefins.
The
cross-electrophile
coupling
displayed
excellent
functional
group
tolerance
and
broad
substrate
scope
under
mild
reductive
conditions,
affording
a
large
number
polyfluorinated
compounds,
could
be
further
transformed
other
valuable
molecules.
