Green Synthesis and Catalysis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: May 1, 2024
The
preparation
of
functionalized
ketones
occupies
an
important
position
in
synthetic
organic
chemistry
because
are
ubiquitous
structural
motifs
a
broad
range
compounds
with
various
applications.
conversion
aldehydes
to
is
one
the
most
convenient
and
straightforward
routes,
which
has
been
extensively
studied
field
transition
metal
catalysis.
In
comparison,
transition-metal-free
remains
underdeveloped.
last
decade,
emergence
new
advances
upgraded
toolbox
for
ketone
synthesis
from
absence
metals.
this
review,
we
have
mainly
summarized
three
types
reactions
enabling
ketones,
emphasis
on
those
involving
main
group
element
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(32), P. 6062 - 6066
Published: Aug. 8, 2023
The
elaboration
of
step-economy
and
catalytic
approaches
for
accessing
diverse
fluorinated
heterocyclics
is
highly
desirable.
Described
herein
a
radical-polar
crossover
enabled
three-component
cyclization
to
polysubstituted
fluoropyrazoles
by
using
CF2Br2
as
novel
C1F1
synthon.
Mechanistic
experiments
revealed
that
the
in
situ
generation
reactive
intermediate
gem-difluorovinylimine
ion
key
this
transformation.
This
protocol
unlocks
reactivity
adds
significant
synthetic
values
fluorine
chemistry.
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.
Journal of the American Chemical Society,
Journal Year:
2023,
Volume and Issue:
unknown
Published: Oct. 31, 2023
β-Amino
acids
are
useful
building
blocks
of
bioactive
molecules,
including
peptidomimetics
and
pharmaceutical
compounds.
The
current
limited
accessibility
to
β2,2-type
amino
which
bear
an
α-quaternary
center
has
their
use
in
chemical
synthesis
biological
investigations.
Disclosed
herein
is
the
development
a
new
N-heterocyclic
carbene/photocatalyzed
aminocarboxylation
olefins,
affording
β2,2-amino
esters
with
high
regioselectivity.
generation
nitrogen-centered
radicals
derived
from
simple
imides
via
sequence
deprotonation
single-electron
oxidation
allows
for
subsequent
addition
geminal-disubstituted
olefins
regioselectively.
intermediate
tertiary
then
cross-couple
stabilized
azolium-based
radical
generated
situ
efficiently
construct
quaternary
centers.
Mechanistic
studies,
Stern–Volmer
fluorescence
quenching
experiments,
support
proposed
catalytic
cycle.
European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
26(48)
Published: Oct. 11, 2023
Abstract
N
‐Heterocyclic
carbene
(NHC)
catalyzed
radical‐radical
reactions
have
been
proven
to
be
powerful
strategies
for
assembling
ketyl‐containing
compounds
via
single
electron
transfer
(SET)
pathway
under
either
thermal
conditions
or
photoredox
conditions.
In
this
context,
acylation
of
alkenes
radical
relay
NHC‐organocatalysis
has
also
opened
a
new
window
the
difunctionalization
construct
valuable
molecules
in
organic
synthesis.
review,
advances
and
progress
were
summarized
according
different
ways
generation
key
NHC‐bound
ketyl‐type
radicals.
Furthermore,
reaction
scopes,
limitations
mechanisms
discussed
based
on
types
catalytic
systems.
Conclusions
perspectives
put
forward
at
end.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(24), P. 6124 - 6130
Published: Jan. 1, 2023
We
herein
describe
a
three-component
radical
acylmonofluoromethylation
of
alkenes
by
cooperative
NHC/photoredox
catalysis
to
synthesize
various
monofluorinated
alkyl
aryl
ketones.
RSC Advances,
Journal Year:
2025,
Volume and Issue:
15(13), P. 10265 - 10272
Published: Jan. 1, 2025
This
study
introduces
an
efficacious
palladium-catalyzed
method
for
the
regioselective
and
stereoselective
cross-coupling
of
gem
-difluorinated
cyclopropanes
with
array
-diborylalkanes
under
mild
reaction
conditions.
Synlett,
Journal Year:
2023,
Volume and Issue:
35(04), P. 445 - 450
Published: Aug. 1, 2023
Abstract
Cooperative
NHC
and
photoredox
catalysis
has
gained
significant
attention
as
an
emerging
research
field
in
recent
years.
Herein,
we
report
a
cyclizing
aminoacylation
of
alkenes,
which
is
enabled
through
the
combination
these
two
catalytic
modes.
The
key
step
radical/radical
cross-coupling
between
persistent
ketyl
radical
transient
benzylic
or
aliphatic
C-radical,
generated
cyclization
oxidatively
formed
amidyl
radical.
Several
carbamates,
amides
sulfonamides
containing
alkene
moiety
different
acyl
fluorides
can
be
used
substrates.
resulting
products
are
obtained
moderate
to
good
yields.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(88), P. 13175 - 13178
Published: Jan. 1, 2023
An
NHC
organocatalytic
radical
acylation
of
cycloalkyl
silyl
peroxides
with
aldehydes
was
developed
for
the
efficient
and
rapid
synthesis
long-chain
1,6-/1,7-/1,8-diketones,
especially
unsymmetrical
ones.