The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(17), P. 12848 - 12852
Published: Aug. 15, 2024
We
describe
a
visible
light-induced
palladium-catalyzed
radical
germylative
arylation
of
alkenes
with
easily
accessible
chlorogermanes.
This
protocol
provides
expedient
access
to
germanium-substituted
indolin-2-ones
in
good
excellent
yields
under
mild
reaction
conditions.
The
key
step
for
this
strategy
lies
the
reductive
activation
germanium–chloride
bonds
an
excited
palladium
complex
light
irradiation.
involvement
germanium
radicals
was
evidenced
by
electron
paramagnetic
resonance
spectroscopy
experiments.
Chemical Science,
Journal Year:
2022,
Volume and Issue:
13(29), P. 8583 - 8589
Published: Jan. 1, 2022
Palladium
catalysis
induced
by
visible-light
irradiation
is
a
promising
tool
for
promoting
unusual
chemical
transformations.
We
describe
the
development
of
excited-state
palladium-catalyzed
reductive
alkylation
imines
with
alkyl
bromides.
The
new
methodology
shows
broad
functional
group
tolerance
and
can
additionally
be
applied
in
direct
three-component
reaction
aldehydes,
anilines,
bromides
to
give
amines
under
mild
conditions.
Time-resolved
photoluminescence
experiments
allowed
determination
kinetics
indicate
that
proceeding
via
inner-sphere
electron
transfer
mechanism.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(13), P. 2662 - 2667
Published: March 26, 2024
A
novel
class
of
alkyne-tethered
amides
facilitates
an
unprecedented
photoinduced
palladium-catalyzed
radical
relay
formal
[5
+
2]
reaction.
This
innovative
strategy
allows
for
the
rapid
construction
diverse
fused
benzoazepine
structures,
yielding
structurally
and
compelling
compounds.
With
a
broad
substrate
scope
excellent
functional
group
tolerance,
methodology
synthesizes
biologically
active
Notably,
resulting
tricyclic
benzo[b]azepines
offer
diversification
opportunities
through
simple
transformations.
DFT
calculations
elucidate
seven-membered
ring
closure
mechanism
involving
alkenyl
Pd(I)
rebound
alongside
concerted
metalation–deprotonation
(CMD)
process.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 28, 2024
Methods
enabling
direct
C-H
alkylation
of
heterocycles
are
fundamental
importance
in
the
late-stage
modification
natural
products,
bioactive
molecules,
and
medicinally
relevant
compounds.
However,
there
is
a
scarcity
general
strategy
for
variety
using
commercially
available
alkyl
surrogates.
We
report
an
operationally
simple
palladium-catalyzed
halides
under
visible
light
irradiation
with
good
scalability
functional
group
tolerance.
Our
studies
suggest
that
photoinduced
proceeds
through
cascade
events
comprising,
site-selective
radical
addition,
base-assisted
deprotonation,
oxidation.
A
combination
experiments
computations
was
employed
generalization
this
strategy,
which
successfully
translated
towards
products
pharmaceuticals.
ChemCatChem,
Journal Year:
2021,
Volume and Issue:
13(20), P. 4262 - 4298
Published: Aug. 10, 2021
Abstract
Tri‐
and
tetrasubstituted
alkene
scaffolds
are
prominent
building
blocks
in
many
bioactive
natural
products,
drug
molecules,
key
intermediates
various
synthetic
transformations.
The
dual
functionalization
of
alkynes
promises
an
easy
introduction
functional
groups
across
the
triple
bond
with
a
high
step
atom
economy,
exemplifying
class
reactions
to
construct
tri‐
scaffolds.
This
review
discusses
versatility
advances
transition
metal‐catalyzed
redox
alkynes,
their
unique
mechanistic
features,
applications
methodology.
collection
focuses
on
formation
simultaneous
C−C/C−X
bonds
involving
oxidation
states
metals
catalytic
cycle.
Apart
from
classical
reactivity,
radical‐mediated
functionalizations
also
discussed
detail.
Synthesis,
Journal Year:
2022,
Volume and Issue:
55(02), P. 193 - 231
Published: Sept. 16, 2022
Abstract
Visible
light
photocatalysis
has
evolved
into
a
promising
mild
and
sustainable
strategy
to
access
radicals.
This
field
unlocks
formerly
challenging
or
even
previously
inaccessible
organic
transformations.
In
this
review,
an
overview
of
some
lesser-known
modes
photochemical
activation
molecules
several
emerging
techniques
within
the
versatile
visible
are
discussed.
These
illustrated
by
selected
photocatalytic
reactions,
with
particular
attention
given
reaction
mechanism.
1
Introduction
2
Advanced
Photoactivation
Modes
2.1
Photoinduced
Hydrogen-Atom
Transfer
2.2
Proton-Coupled
Electron
2.3
Donor-Acceptor
Organic
Substrates
2.4
Excited-State
Transition
Metal
Catalysis
3
Emerging
Techniques
3.1
Dual
3.2
Excited
Radical
Ion
Photocatalysis
3.3
Upconversion
Strategies
Other
Two-Photon
Mechanisms
3.4
Red
Near-Infrared
4
Conclusions
Outlook
The Chemical Record,
Journal Year:
2023,
Volume and Issue:
23(11)
Published: June 12, 2023
Abstract
Harnessing
visible‐light
in
organic
synthesis
is
one
of
the
most
effective
methods
that
aligns
with
green
and
sustainable
chemistry
principles
hence
skyrocketed
last
two
decades.
Similarly,
three‐component
1,2‐dicarbofunctionalization
alkenes
alkynes
has
recently
been
a
great
choice
to
construct
complex
molecular
systems
an
easy
rapid
manner.
Therefore,
light‐induced
reactions
can
be
excellent
alternative
carry
out
reactions,
very
recently,
chemists
across
globe
have
fascinated
us
their
interesting
articles.
In
this
present
review,
we
summarized
recent
advancements
area
visible
light
induced
till
March
2023.
We
categorized
discussion
based
on
catalysts
used
transformations
for
better
understanding
different
important
aspects
these
also
covered.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(8), P. 1616 - 1619
Published: Feb. 22, 2022
A
Suzuki-Miyaura
cross-coupling
reaction
of
α-chloroacetates
or
α-chloroacetamides
with
arylboronic
acids
is
made
possible
by
visible-light
irradiation.
This
provides
a
useful
method
for
the
synthesis
α-arylacetates
and
α-arylacetamides
from
chlorides
under
mild
conditions.
An
indole-3-acetic
acid
derivative
that
key
intermediate
plant
hormone
auxin
can
be
synthesized
1-Boc-indole
in
two
steps
combining
an
iridium-catalyzed
C–H
borylation
palladium-catalyzed
reaction.
Organic Chemistry Frontiers,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
1,4-difunctionalization
of
nonactivated
arenes
has
been
accomplished
by
the
excited-palladium
catalysis
via
radical
generation
a
cyclohexadienyl-Pd(
ii
)
intermediate.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 20, 2025
Phosphorus-embedded
porous
organic
polymers
(P-POPs)
play
a
vital
role
in
catalysis
and
sustainable
chemical
synthesis.
This
study
uses
an
olefin-linked
P-POP
to
stabilize
Pd
nanoparticles
that
catalyze
Larock's
annulation
synthesize
symmetrical
indenones
high
yields.
Unsymmetric
were
obtained
with
exclusive
regioselectivities
by
employing
intramolecular
dicarbofunctionalization
of
modular
alkyne.
The
approach
addresses
selectivity
challenges
indenone
synthesis
broadens
the
reaction
scope
incorporation
aryl
halides.
catalyst
is
robust
recyclable.
