Chinese Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
44(2), P. 421 - 421
Published: Jan. 1, 2024
Triaryl
carbenium,
known
as
an
exceptional
Lewis
acid,
possesses
a
low-lying
lowest
unoccupied
molecular
orbital
(LUMO)
that
readily
accepts
electron
pair,
which
was
widely
used
in
synthetic
transformations
serving
reagent
or
catalyst.Over
the
past
decade,
triaryl
carbenium
has
been
catalyst,
pre-catalyst,
co-catalyst
and
additive
organic
synthesis.Moreover,
key
intermediate
approached
to
successful
synthesis
of
tetra-arylmethane.In
this
review,
application
progress
recent
years
is
summarized,
its
diverse
functional
roles
are
hoping
attract
widespread
attention.
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 Letters,
Journal Year:
2023,
Volume and Issue:
25(15), P. 2733 - 2738
Published: April 6, 2023
A
convenient
method
for
the
synthesis
of
fluorine-containing
heterocyclic
compounds
was
developed
by
a
copper-catalyzed
free
radical
addition
reaction
alkynol
and
ethyl
bromodifluoroacetate.
This
strategy
involves
molecular
lactone
exchange
ethynyl
alcohol
The
is
characterized
easy
availability
raw
materials,
good
stereochemical
selectivity,
simple
operation.
More
importantly,
valuable
tetrasubstituted
E-configurated
alkenes
various
vinyl
C-Br
bonds
difluoromethylene-containing
functionalized
heterocycles
can
be
obtained
this
method.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(15), P. 11060 - 11066
Published: July 24, 2024
Reported
herein
is
a
new
photocatalytic
annulation
for
the
synthesis
of
2,3,4,6-tetrasubstituted
pyridines
with
enaminones
and
N,N,N′,N′-tetramethyl
ethylenediamine
(TMEDA).
The
reactions
take
place
without
requiring
transition
metal
reagent
provide
products
broad
scope.
methyl
in
TMEDA
acts
as
carbon
source
pyridine
ring
construction,
BrCF2CO2Et
plays
role
terminal
oxidant
free
radical
quenching.
Chemical Science,
Journal Year:
2022,
Volume and Issue:
13(24), P. 7165 - 7171
Published: Jan. 1, 2022
A
visible-light-induced,
transition-metal
and
photosensitizer-free
cross-coupling
of
aryl
iodides
with
hydrazones
was
developed.
In
this
strategy,
were
used
as
alternatives
to
organometallic
reagents,
in
the
absence
a
transition
metal
or
an
external
photosensitizer,
making
mild
green.
The
protocol
compatible
variety
functionalities,
including
methyl,
methoxy,
trifluoromethyl,
halogen,
heteroaromatic
rings.
Mechanistic
investigations
showed
that
association
hydrazone
anion
halides
formed
electron
donor-acceptor
complex,
which
when
excited
visible
light
generated
radical
via
single-electron
transfer.
Green Synthesis and Catalysis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
With
reusable
sodium
decatungstate
(NaDT)
as
the
photocatalyst,
hydrocarbons
(alkanes,
ethers
and
ketones)
alkylating
agents,
a
wide
range
of
alkylated
fused
N-heterocycles
were
obtained
in
high
yield.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(21), P. 2926 - 2929
Published: Jan. 1, 2024
This
article
introduces
a
catalyst-free
reductive
coupling
driven
by
visible-light,
facilitating
the
synthesis
of
pyridine-substituted
alcohols
and
amines
through
reaction
aldehydes,
ketones
imines
with
cyanopyridines.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 25, 2024
Herein,
the
first
example
of
self-catalyzed
sono-photoinduced
carbon-carbon
bond
formation
was
described.
Combining
advantages
phototriggered
self-catalysis
and
ultrasonic
catalysis,
a
wide
range
3-arylquinoxalin-2(1
Chemical Communications,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
Synthesis
of
bibenzofuranones
from
benzils
via
a
radical
cyclization-dimerization
tandem
process,
efficiently
constructing
C–O/C–C
bonds
and
contiguous
quaternary
carbon
centers
in
single
step,
was
reported.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(19), P. 13634 - 13644
Published: Sept. 8, 2023
Herein,
we
reported
an
efficient
and
facile
visible-light-induced
3-alkyl
chromone
synthesis
from
easily
accessible
o-hydroxyaryl
enaminones
α-diazo
esters.
In
this
protocol,
excellent
yields
were
obtained
with
a
broad
substrate
scope
at
room
temperature,
tolerating
various
functional
groups.
Of
note
is
that
eco-friendly
methodology
features
catalyst-
additive-free,
mild
reaction
conditions,
simple
operation
procedure,
easy
scale-up,
which
affords
convenient
pathway
for
the
preparation
of
chromones.
Experimental
results
density
theory
(DFT)
computation
analyses
confirm
participation
carbene
species
active
cyclopropane
intermediate.
