Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(51), P. 9158 - 9163
Published: Dec. 15, 2023
Herein,
a
novel
electrochemical
arene
radical
cation
promoted
dearomative
spirocyclization
of
biaryl
ynones
with
alcohols
is
described,
providing
conceptually
transformation
mode
for
producing
diverse
alkoxylated
spiro[5,5]trienones.
The
catalyst-
and
chemical-oxidant-free
protocol
features
broad
substrate
scope
high
functional
group
tolerance.
Mechanistic
studies
reveal
that
the
generation
via
anodic
single-electron
oxidation
crucial,
sequential
6-endo-dig
cyclization,
dissociation
hemiketal,
oxidation,
nucleophilic
attack
alcohols.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(8), P. 3111 - 3116
Published: Jan. 1, 2023
A
general
visible
light-promoted
and
electron–donor–acceptor
complex-enabled
cascade
reaction
of
alkynes
to
produce
functionalized
sulfur-containing
heterocycles
under
photocatalyst-,
base-,
oxidant-
metal-free
conditions
was
developed.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(14), P. 2299 - 2309
Published: June 12, 2023
Abstract
The
employing
visible
light
to
drive
organic
transformations
is
the
most
promising
choice
meet
needs
for
green
synthesis,
in
which
reactions
promoted
by
may
provide
a
more
efficient
and
greener
method.
Currently,
abundant
methods
activation
functionalization
of
reaction
substrates
have
relied
on
direct
single‐electron
transfer
(SET)
between
excited
photocatalyst
substrates,
these
wonderful
works
were
summarized
docoumented
many
reviews.
As
complement
above
reactions,
photoredox‐mediated
atom
(photocatalyst‐to‐HAT
catalyst‐to‐substrates)
generate
radical
species
are
showing
an
explosively
growing
trend.
In
this
review,
we
highlight
recent
significant
developments
rapidly
area,
mainly
focusing
photoinduced
base‐to‐substrates
charge
reactions.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(15), P. 10614 - 10623
Published: July 25, 2024
A
photocatalyst-free
and
EDA
complex-enabled
radical
cascade
cyclization
reaction
of
inactive
alkenes
with
bromodifluoroacetamides
was
reported
for
the
divergent
synthesis
fluorine-containing
tetralones
quinazolinones.
In
this
transformation,
persulfates
as
electron
donors
difluoro
bromamide
acceptors
generate
complex.
This
is
a
promising
photochemical
method
advantages
such
mild
conditions,
simple
operation,
being
metal-free,
excellent
functional
group
tolerance.
Green Chemistry,
Journal Year:
2022,
Volume and Issue:
25(1), P. 153 - 160
Published: Nov. 25, 2022
Photo-promoted
cascade
6-exo-trig
spirocyclization
of
biaryl
ynones
with
NH
4
SCN
was
developed
for
the
preparation
various
SCN-containing
spiro[5,5]trienones.
Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(21), P. 3651 - 3656
Published: Sept. 21, 2022
Abstract
A
K
2
S
O
8
‐promoted
nitration/spirocyclization
of
biaryl
ynones
using
inexpensive
NaNO
as
nitro
source
has
been
described.
This
cascade
reaction
is
triggered
by
nitration
alkyne
and
followed
6‐exo‐trig
spirocyclization,
dearomatization,
forming
the
NO
‐containing
spiro[5.5]trienones
in
63–85%
yields.
The
present
also
provides
a
practical
method
for
synthesis
nitrated
indenones
thioflavones
with
58–85%
magnified
image
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(5), P. 687 - 692
Published: Feb. 8, 2023
Abstract
An
iron(II)‐catalyzed
three‐component
reaction
was
developed
for
the
construction
of
trichloromethylated
3‐benzylquinoxalin‐2(1
H
)‐ones.
This
conducted
through
trichloromethylation
alkenes
with
quinoxalin‐2(1
)‐ones
using
commercially
available
chloroform
as
trichloromethyl
radical
source,
which
provided
a
convenient
approach
toward
magnified
image
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(18), P. 13279 - 13290
Published: Aug. 31, 2023
A
strategy
utilizing
silver-catalyzed
oxidative
decarboxylation
radical
cascade
cyclization
of
arylthiodifluoroacetic
acids
with
alkenes
for
the
simple
and
efficient
preparation
difluoromethylated
thiochromanes
2,2-disubstituted-N-arylbutanamides
derivatives
has
been
developed.
This
approach
includes
good
functional
group
tolerance,
easily
accessible
starting
materials,
operational
simplicity.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(7), P. 4854 - 4862
Published: March 22, 2023
A
metal/peroxide-free
involved
simple
cascade
6-exo-trig
spirocyclization
of
tert-butyl
nitrite
with
biaryl
ynones
has
been
finished,
which
resulted
in
various
NO2-modified
spiro[5,5]trienones
good
regioselectivity/yields.
variety
scaled-up
experiments,
reduction/epoxidation
operations,
and
mechanistic
studies
were
performed
to
verify
the
merits
process
this
radical
system.
Finally,
structure
spirocycles
was
confirmed
by
single-crystal
X-ray
diffraction.
