Asian Journal of Organic Chemistry,
Год журнала:
2023,
Номер
12(11)
Опубликована: Сен. 12, 2023
Abstract
An
efficient
synthesis
of
a
variety
3‐difluoroalkyl
quinoxalin‐2(1
H
)‐ones
via
photoredox‐catalyzed
three‐component
reaction
between
)‐ones,
vinylarenes,
with
inexpensive
and
easily
accessible
difluoromethyltriphenyl
phosphonium
bromide
salt
as
the
difluoromethylated
reagent
is
described.
This
protocol
shows
excellent
reactivity,
providing
wide
range
difluoroalkyl‐substituted
in
moderate
to
yields
under
mild
conditions.
A
difluoroalkyl
radical
intermediate
was
involved
this
transformation.
Green Chemistry,
Год журнала:
2023,
Номер
25(20), С. 7983 - 7987
Опубликована: Янв. 1, 2023
An
atom-
and
step-economical,
efficient
eco-friendly
method
for
constructing
naphthoselenazol-2-amines
through
a
visible-light
photocatalytic
multi-component
reaction
under
aqueous
phase
conditions
is
reported.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
90(4), С. 1683 - 1696
Опубликована: Янв. 17, 2025
In
the
vanguard
of
sustainable
chemistry,
pursuit
efficient
pathways
for
synthesis
alkyl
bicyclo[1.1.1]pentane-heteroaryls
has
captured
attention
scientific
vanguard.
We
herein
report
a
groundbreaking
and
eco-conscious
multicomponent
coupling
reaction
that
paves
way
alkylation
heteroarylation
[1.1.1]propellane,
process
uniquely
enabled
by
photochemical
prowess
an
electron
donor–acceptor
(EDA)
complex.
This
method
is
distinguished
its
minimalist
yet
powerful
approach:
devoid
transition
metals,
additives,
photosensitizers.
Its
universality
further
exemplified
seamless
compatibility
broad
spectrum
halides
heteroarenes
under
standardized
conditions,
heralding
new
era
synthetic
versatility.
The
method's
practicality
underscored
capacity
late-stage
modification
pharmaceuticals,
offering
transformative
tool
enhancement
existing
drug
molecules.
Moreover,
facile
derivatization
synthesized
products
underscores
adaptability
potential
diverse
applications.
Our
mechanistic
studies
have
elucidated
underlying
radical-relay
pathway,
pinpointing
pivotal
role
EDA
complex
in
initiating
transformation.
discovery
not
only
enriches
our
fundamental
understanding
but
also
opens
avenues
strategic
optimization.
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
unknown
Опубликована: Сен. 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.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
145(36), С. 20141 - 20148
Опубликована: Авг. 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.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
This
study
describes
a
pioneering
visible-light-induced
phosphine-catalyzed
halogen-atom
transfer
(XAT)
strategy
that
heralds
new
era
in
the
difunctionalization
of
[1.1.1]propellane.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(8), С. 5371 - 5381
Опубликована: Март 29, 2024
A
facile
and
eco-friendly
photoinduced
dehydrogenative
amination
of
quinoxalin-2(1H)-ones
with
aliphatic
amines
without
any
metal,
strong
oxidant,
photocatalyst
has
been
established
for
the
first
time.
This
reaction
proceeding
efficiently
air
as
sole
oxidant
at
room
temperature
obtains
a
wide
range
3-aminoquinoxaline-2(1H)-ones
in
high
yields
excellent
functional
group
tolerance.
The
mechanistic
studies
show
an
interesting
involvement
photosensitizer,
which
eliminates
requirement
external
photocatalysts.
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
unknown
Опубликована: Авг. 31, 2023
Abstract
Achieving
high
molecular
complexity
can
be
not
trivial,
but
the
exploitation
of
domino
reactions
provides
an
atom‐
and
step‐economical
method
to
reach
this
target.
Over
past
decades,
a
lot
efforts
have
been
put
on
development
photocatalytic
cascades
employing
both
metal‐based
purely
organic
catalysts.
Despite
effectiveness
these
protocols,
catalyst‐
additive‐free
light‐induced
are
gaining
momentum
thank
their
efficiency,
operational
simplicity
sustainability.
The
increasing
number
papers
published
field
in
last
years
is
proof
appeal
transformations.
In
Review,
we
discuss
multicomponent
mediated
by
light
with
focus
photocatalyst‐
processes.
most
recent
advances
synthesis
complex
nitrogen‐,
oxygen‐,
sulphur‐
selenium‐heterocycles
together
analysed
emphasis
experimental
mechanistic
studies.
C-H
Functionalization
of
heteroarenes
stands
as
a
potent
instrument
in
organic
synthesis,
and
with
the
incorporation
visible
light,
it
emerged
transformative
game-changer.
In
this
domain,
electron
donor-acceptor
(EDA)
complex,
formed
through
pairing
an
electron-rich
substrate
electron-accepting
molecule,
has
garnered
substantial
consideration
recent
years
due
to
related
avoidance
requirement
photocatalyst
well
oxidant.
EDA
complexes
can
undergo
photoactivation
under
mild
conditions
exhibit
high
functional
group
tolerance,
making
them
potentially
suitable
for
functionalization
biologically
relevant
heteroarenes.
This
review
article
provides
overview
advancements
field
via
complex
literature
coverage
up
April,
2024.
