Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 2, 2024
Comprehensive
Summary
Herein,
we
report
a
rare
example
of
three‐component
net‐oxidative
sulfonylation
SO
2
surrogate
with
an
oxidatively
activated
radical
precursor
under
mild
and
metal‐
external‐oxidant‐free
conditions.
The
mildness
sustainability
the
reaction
are
enabled
by
photoelectrocatalysis,
3‐aza‐1,5‐dienes,
organotrifluoroborates
1,4‐diazabicyclo[2.2.2]octane
bis(sulfur
dioxide)
adduct
(DABSO)
undergo
sulfonylative
cyclization
to
afford
sulfono
4‐pyrrolin‐2‐ones
in
atom‐economical
manner
broad
substrate
scope
good
functional‐group
tolerance.
protocol
is
amenable
late‐stage
diversification
complex
molecular
architectures
as
well
gram‐scale
synthesis.
Sunlight
could
be
used
light
source,
conducted
all‐solar
mode
using
commercially
available
photovoltaic
panel
generate
electricity
situ
.
Mechanistic
studies
reveal
that
generated
(DABCO),
which
was
generally
innocent
previous
reactions,
functions
electron
shuttle
between
photocatalytic
cycle
reactants.
Chemical Society Reviews,
Journal Year:
2022,
Volume and Issue:
51(6), P. 2313 - 2382
Published: Jan. 1, 2022
Visible-light
photoredox
catalysis
has
been
regarded
as
an
extremely
powerful
tool
in
organic
chemistry,
bringing
the
spotlight
back
to
radical
processes.
The
versatility
of
photocatalyzed
reactions
already
demonstrated
be
effective
providing
alternative
routes
for
cross-coupling
well
multicomponent
reactions.
photocatalyst
allows
generation
high-energy
intermediates
through
light
irradiation
rather
than
using
highly
reactive
reagents
or
harsh
reaction
conditions.
In
a
similar
vein,
electrochemistry
experienced
fruitful
renaissance
generating
without
need
any
catalyst.
Such
milder
approaches
pose
basis
toward
higher
selectivity
and
broader
applicability.
electrochemical
reactions,
species
acts
starter
cascade
events.
This
diverse
reactivity
use
is
usually
not
covered
by
classical
methods.
Owing
availability
cheaper
more
standardized
photo-
reactors,
easily
scalable
flow-setups,
it
surprising
that
these
two
fields
have
become
areas
increased
research
interest.
Keeping
view,
this
review
aimed
at
overview
synthetic
design
MCRs
involving
and/or
activation
crucial
step
with
particular
focus
on
choice
difunctionalized
reagent.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(9), P. 1845 - 1850
Published: Feb. 26, 2024
The
difunctionalization
of
alkenes
using
aryl
thianthrenium
salts
as
the
sources
has
been
reported
sporadically.
However,
four-component
on
basis
not
thus
far
and
still
remains
a
challenge.
Herein,
visible
light/copper
catalysis-enabled
reaction
salts,
DABCO·(SO
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(10), P. 1918 - 1923
Published: March 7, 2022
An
inimitable
illustration
of
the
green-light-induced
synthesis
thio-functionalized
pyrroles
has
been
established
using
β-ketodinitriles
and
thiophenols
as
reacting
partners
eosin
Y
photocatalyst.
Large-scale
some
useful
synthetic
modifications
are
also
demonstrated.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(21), P. 8459 - 8493
Published: Jan. 1, 2023
This
review
comprehensively
summarizes
visible
light-induced
difunctionalization
strategies
for
alkene
and
alkyne
systems
in
metal-free
conditions
with
literature
coverage
up
to
July
2023.
European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
unknown
Published: Sept. 11, 2023
Abstract
The
multicomponent
reactions
of
quinoxalin‐2(1
H
)‐ones
has
attracted
considerable
interest
due
to
their
significant
biological
and
chemical
activities.
very
recent
advances
(from
2021
the
beginning
2023)
on
radical
three‐component
cascade
reaction
)‐one
derivatives
at
C3
position
were
summarized
in
this
mini‐review.
According
kind
types
involved,
some
representative
examples
detailed
mechanism
have
been
categorized
discussed.
red
front
was
covered
by
Figure
1.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(7), P. 1088 - 1093
Published: Feb. 13, 2023
The
incorporation
of
sulfonyl
fluoride
groups
into
molecules
has
been
proved
effective
to
enhance
their
biological
activities
or
introduce
new
functions.
Herein,
we
report
a
transition-metal-free
and
visible-light-mediated
radical
1-fluorosulfonyl-2-heteroarylation
alkenes,
which
could
allow
access
series
SO2F-containing
quinoxalin-2(1H)-ones,
are
critical
structural
motif
widely
present
in
number
biologically
active
molecules.
Further
application
the
method
modification
other
heterocycles
drug
as
well
ligation
chemistry
via
SuFEx
click
reactions
is
also
demonstrated.
Journal of the American Chemical Society,
Journal Year:
2023,
Volume and Issue:
145(36), P. 20141 - 20148
Published: Aug. 28, 2023
Chemodivergent
synthesis
has
been
achieved
in
asymmetric
photocatalysis.
Under
a
dual
catalyst
system
consisting
of
chiral
phosphoric
acid
and
DPZ
as
photosensitizer,
different
inorganic
bases
enabled
the
formation
two
sets
valuable
products
from
three-component
radical
tandem
transformations
2-bromo-1-arylenthan-1-ones,
styrenes,
quinoxalin-2(1H)-ones.
The
key
to
success
was
distinct
pKa
environment,
which
radicals
that
formed
on
quinoxalin-2(1H)-one
rings
after
addition
processes
underwent
either
single-electron
oxidation
or
reduction.
In
addition,
this
work
represents
first
use
quinoxalin-2(1H)-ones
photoredox
catalysis.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
30(31)
Published: March 28, 2024
Abstract
Photoinduced
aryl
radical
generation
is
a
powerful
strategy
in
organic
synthesis
that
facilitates
the
formation
of
diverse
carbon‐carbon
and
carbon‐heteroatom
bonds.
The
synthetic
applications
photoinduced
complex
compounds,
including
natural
products,
physiologically
significant
molecules,
functional
materials,
have
received
immense
attention.
An
overview
current
developments
production
methods
their
uses
given
this
article.
A
generalized
idea
how
to
choose
reagents
approach
for
radicals
described,
along
with
techniques
associated
mechanistic
insights.
Overall,
article
offers
critical
assessment
results
as
well
selection
reaction
parameters
specific
context
cascades,
cross‐coupling
reactions,
functionalization,
selective
C−H
functionalization
substrates.
Organic Chemistry Frontiers,
Journal Year:
2022,
Volume and Issue:
9(7), P. 1937 - 1942
Published: Jan. 1, 2022
An
iron-catalyzed
dearomative
spirocyclization
of
biaryl
ynones
with
sodium
metabisulfite
and
cycloketone
oxime
esters
is
developed
for
the
construction
sulfonated
spiro[5,5]trienones.
