We
herein
present
a
green
and
mild
photoredox
strategy
for
constructing
framework
of
benzannulated
6,5-spiroketal
glycosides.
This
method
employs
various
O-arylacetylene
glycosides
aryl
ketone
acids
as
the
starting
materials,
facilitating
rapid
straightforward
synthesis
with
up
to
92%
yields
under
catalytic
conditions.
efficient
approach
has
potential
significantly
enhance
molecular
library
carbohydrate-based
pharmaceuticals.
Organic Letters,
Год журнала:
2024,
Номер
26(15), С. 2939 - 2944
Опубликована: Апрель 11, 2024
A
selective
three-component
1,2-sulfonyl
etherification
of
aryl
1,3-dienes
enabled
by
copper
catalysis
to
afford
biologically
interesting
alkenyl
1,2-sulfone
ether
derivatives
through
C–S
and
C–O
bond
formation
is
described.
The
protocol
proceeds
with
the
sulfonyl
chloride
alcohols
under
simple,
mild,
base-free
conditions,
providing
a
straightforward
route
sulfonylated
allyl
compounds
broad
functional
group
tolerance
excellent
chemo-
regioselectivity.
Mechanistic
studies
indicate
that
alkene
difunctionalization
includes
key
copper-mediated
single-electron
transfer
process.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
unknown
Опубликована: Июль 14, 2024
Photosynthesis,
converting
sustainable
solar
energy
into
chemical
energy,
has
emerged
as
a
promising
craft
to
achieve
diverse
organic
transformations
due
its
mild
reaction
conditions,
sustainability,
and
high
efficiency.
The
synthesis
of
sulfonated
compounds
drawn
significant
attention
in
the
pharmaceuticals,
agrochemicals,
materials
industries
unique
structure
electronic
properties
sulfonyl
groups.
Over
past
decades,
many
photocatalytic
sulfonylation
reactions
have
been
developed.
In
this
review,
recent
advances
photocatalyzed
reviewed
since
2020,
with
primary
focus
on
discussing
design
mechanism.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 5, 2025
In
this
study,
we
present
a
novel
catalyst-free
energy
transfer
mediated
radical
rearrangement
strategy
for
the
aryl-heterofunctionalization
of
unactivated
alkynes,
leading
to
synthesis
polyfunctional
olefins
with
exceptional
stereoselectivity.
This
innovative
approach,
driven
by
visible
light,
exemplifies
green
chemistry
principles
eliminating
reliance
on
transition
metals,
external
oxidants,
and
photocatalysts.
The
broad
applicability
our
method
is
demonstrated
through
successful
diverse
array
compounds,
including
vinyl
sulfones,
selenides,
sulfides.
Preliminary
mechanistic
insights
suggest
an
mechanism,
highlighting
efficiency
selectivity
strategy.
Green Chemistry,
Год журнала:
2022,
Номер
25(1), С. 153 - 160
Опубликована: Ноя. 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.
Organic Letters,
Год журнала:
2022,
Номер
24(43), С. 7912 - 7917
Опубликована: Окт. 21, 2022
3-(2-(Ethynyl)phenyl)quinazolinones
were
designed
and
synthesized
as
a
class
of
novel
efficient
skeletons
for
phosphorylation/cyclization
reactions.
Under
visible
light
irradiation,
series
phosphorylated
quinolino[2,1-b]quinazolinones
(35
examples,
up
to
87%
yield)
first
from
3-(2-(ethynyl)phenyl)quinazolinones
diarylphosphine
oxides
by
using
4CzIPN
photocatalyst
under
mild
conditions.
This
reaction
was
also
applicable
sunlight
irradiation.
Moreover,
the
efficiency
could
be
significantly
improved
continuous-flow
Asian Journal of Organic Chemistry,
Год журнала:
2023,
Номер
12(8)
Опубликована: Июнь 26, 2023
Abstract
The
upsurge
in
interest
the
development
of
methodologies
for
synthesis
sulfur‐containing
compounds
via
use
visible‐light
has
been
established
as
a
sustainable
tool
organic
chemistry.
Particularly,
mediated
C−S
bond
formation
gained
popularity
due
to
its
operational
simplicity,
minimized
by‐products,
easy
handling,
mild
reaction
conditions,
etc.
Photochemistry
not
only
provides
way
synthesize
complex
molecules
but
also
ability
overcome
many
challenges
which
are
difficult
attain
by
conventional
thermal
pathways.
Owing
biological
importance
compounds,
present
review
focused
on
under
metal‐free
conditions
visible‐light.
objective
current
is
bring
out
unearthing
collection
regarding
photoredox
catalysis.
For
better
understanding,
categorized
according
mode
reactions
viz
,
difunctionalization
alkenes
and
alkynes,
C−H
functionalization,
radical
cyclization.
All
each
sections
described
with
selected
examples
proper
explanation
proposed
mechanism.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
11(4), С. 1232 - 1250
Опубликована: Дек. 28, 2023
Recent
advances
in
HAT-induced
C(sp
3
)–H
functionalizations
triggered
by
radical
addition
to
alkynes,
including
5-
exo-trig
,
endo-trig
4-
and
6-
cyclization
cascades,
intermolecular
functionalizations,
are
summarized.
Organic Letters,
Год журнала:
2023,
Номер
25(11), С. 1895 - 1900
Опубликована: Март 9, 2023
By
revealing
the
robust
photooxidant
properties
of
phenalenyl-based
organic
Lewis
acid,
we
have
introduced
this
moiety
as
an
effective
organophotocatalyst
for
oxidative
azolation
unactivated
and
feedstock
arenes.
In
addition
to
its
tolerance
various
functional
groups
scalability,
photocatalyst
was
shown
be
promising
defluorinative
fluoroarenes.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(18), С. 3112 - 3117
Опубликована: Июль 26, 2023
Abstract
Herein,
a
visible
light‐mediated
multicomponent
radical
cross‐coupling
reaction
of
[1.1.1]propellane
with
N
‐heterocycles
and
disulfides
is
described.
The
mild
conditions
enabled
the
installation
BCP
motif
in
wide
variety
compounds
absence
photocatalyst,
additive
metal
catalyst,
excellent
functional
group
tolerance,
This
methodology
opens
approach
for
synthesis
potentially
bioactive
1‐arylthiol‐3‐heteroaryl
bicyclo[1.1.1]pentanes
moderate
to
good
yield.
Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(7), С. 1012 - 1019
Опубликована: Март 7, 2023
Abstract
We
have
developed
photoinduced
sulfonyl
radical‐triggered
cyclization
of
1,6‐dynes
without
metals,
oxidants,
or
additives.
During
the
reaction,
three
new
bonds
are
formed
(−SO
2
−C,
C−C,
and
C−I/C−Se−)
under
mild
conditions,
with
excellent
selectivity.
The
conversion
is
temporally
atomically
economical
easy
to
handle
even
on
a
gram
scale.
Detailed
mechanistic
studies
showed
that
reaction
proceeds
via
radical
pathway.
Subsequent
synthetic
transformations
products
produced
various
substituted
compounds.
Importantly,
we
observed
an
unprecedented
selective
C−C
single
bond
cleavage
boronic
acid
insertion
Suzuki
conditions.
magnified
image