Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(7), P. 2112 - 2133
Published: Jan. 1, 2024
Organofluorine
compounds
are
of
high
value.
NHC-catalyzed
fluorination
and
fluoroalkylation
have
served
as
powerful
versatile
vehicles
for
accessing
the
related
organofluorines.
This
review
focuses
on
recent
developments
in
this
area.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(11), P. 3089 - 3099
Published: Jan. 1, 2024
NHC
and
photocatalysis
dual-catalyzed
mono/difluoromethylative
acylation
of
1,3-enynes
was
realized,
providing
fluormethyl-substituted
allenyl
ketones.
SO
2
might
play
a
critical
role
in
achieving
high
reactivity
selectivity.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(28)
Published: May 20, 2024
Abstract
In
recent
years,
the
functionalization
of
1,3‐butadiene
has
become
an
attractive
strategy
for
constructing
allyl
compounds
with
molecular
and
structural
complexity,
current
research
focuses
on
synthetic
chemistry
organic
synthesis.
Compared
traditional
synthesis
method,
methods
promoted
by
photochemistry
or
electrochemistry
represent
environmentally
friendly
mild
strategy.
this
review,
reactions
under
photochemical/electrochemical
processes
in
years
are
reviewed
according
to
classification
systems,
particular
emphasis
corresponding
reaction
mechanism,
which
lays
a
foundation
further
exploration
new
catalytic
methods.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(20), P. 4351 - 4355
Published: May 10, 2024
We
report
a
novel
three-component
radical
acylfluoroalkylation
of
1,3-enynes
by
synergistic
N-heterocyclic
carbene
(NHC)/photoredox
catalysis
toward
various
fluorinated
allenic
aryl
ketones.
This
protocol
features
broad
substrate
scope
and
excellent
functional
group
tolerability,
with
examples
late-stage
modification
drug
molecules
natural
products.
Notably,
seven
different
fluoroalkyl
motifs
can
be
introduced
to
1,3-enynes,
further
demonstrating
the
robustness
generality
this
method.
The
generation
from
each
sulfinate
reagent
was
individually
supported
EPR
experiments.
Molecules,
Journal Year:
2024,
Volume and Issue:
29(4), P. 790 - 790
Published: Feb. 8, 2024
Monofluoromethyl
(CH2F)
motifs
exhibit
unique
bioactivities
and
are
considered
privileged
units
in
drug
discovery.
The
radical
monofluoromethylative
difunctionalization
of
alkenes
stands
out
as
an
appealing
approach
to
access
CH2F-containing
compounds.
However,
this
strategy
remains
largely
underdeveloped,
particularly
under
metal-free
conditions.
In
study,
we
report
on
visible
light-mediated
three-component
monofluoromethylation/acylation
styrene
derivatives
employing
NHC
organic
photocatalyst
dual
catalysis.
A
diverse
array
α-aryl-β-monofluoromethyl
ketones
was
successfully
synthesized
with
excellent
functional
group
tolerance
selectivity.
mild
CH2F
generation
from
NaSO2CFH2
holds
potential
for
further
applications
fluoroalkyl
chemistry.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(18), P. 13085 - 13092
Published: Aug. 28, 2024
An
amidoarylcarbonylation
reaction
of
aromatic
aldehydes
and
olefins
with
Katritzky
pyridinium
salts
by
N-heterocyclic
carbene
(NHC)-catalyzed
radical
relay
to
construct
C-C
C-N
bonds
good
functional
group
tolerance
is
developed
for
the
synthesis
β-acylamino
ketones.
This
gentle
efficient
approach
offers
a
valuable
style
Mechanistic
studies
revealed
that
addition/coupling/elimination
cascade
process
was
involved
in
this
reaction.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 30, 2024
Abstract
A
decarboxylative
fluoroalkylation
of
α,β‐unsaturated
acids
was
developed
by
the
use
a
dual
nickel/photoredox
catalysis
system.
The
fluoroalkyl
radicals
are
generated
from
α‐CF
3
alkyl
bromides
nickel‐induced
single
electron
transfer
(SET)
and
subsequently
intercepted
cinnamic
acid
to
forge
targeted
C−C
bonds.
wide
variety
substrates
bearing
diverse
set
functional
groups
were
compatible
with
mild
reaction
conditions
(visible
light,
room
temperature,
cheap
metal,
no
strong
oxidant
or
reductant),
thus
affording
trifluoromethyl
analogues
α‐methylated
allylic
compounds.