Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(67), P. 8806 - 8823
Published: Jan. 1, 2024
Distinct
reactivity
and
chemoselectives
of
photoexcited
nitroarenes
under
visible
light
irradiation
such
as
reductive
C–N
coupling,
anaerobic
oxidation,
annulation,
scaffold
diversification
via
nitrene
insertion,
etc.
,
are
highlighted.
Journal of the American Chemical Society,
Journal Year:
2022,
Volume and Issue:
144(45), P. 20875 - 20883
Published: Oct. 31, 2022
We
report
the
first
palladium
hydride
enabled
hydroalkenylation
of
strained
molecules.
This
new
mild
protocol
proceeds
via
a
regio-
and
chemoselective
hydropalladation
step,
followed
by
photoinduced
radical
alkyl
Heck
reaction.
methodology
represents
reactivity
mode
for
molecules
opens
avenues
catalysis.
The
reaction
is
compatible
with
wide
range
functional
groups
can
be
applied
to
complex
structures,
delivering
diverse
array
highly
valuable
modifiable
alkenylated
cyclobutanes
cyclopropanes.
A
hydroalkenylation/diastereoselective
rearrangement
cascade
toward
cyclopentene
scaffold
has
also
been
demonstrated.
Journal of the American Chemical Society,
Journal Year:
2023,
Volume and Issue:
145(5), P. 2794 - 2799
Published: Jan. 25, 2023
A
photoexcited-nitroarene-mediated
anaerobic
C-H
hydroxylation
of
aliphatic
systems
is
reported.
The
success
this
reaction
due
to
the
bifunctional
nature
photoexcited
nitroarene,
which
serves
as
bond
activator
and
oxygen
atom
source.
Compared
previous
methods,
approach
cost-
atom-economical
commercial
availability
sole
mediator
reaction.
Because
conditions
transformation,
a
noteworthy
expansion
in
substrate
scope
can
be
obtained
compared
prior
reports.
Mechanistic
studies
support
that
nitroarenes
engage
successive
hydrogen
transfer
radical
recombination
events
with
hydrocarbons,
leading
N-arylhydroxylamine
ether
intermediates.
Spontaneous
fragmentation
these
intermediates
leads
key
products.
Chemical Reviews,
Journal Year:
2023,
Volume and Issue:
123(22), P. 12313 - 12370
Published: Nov. 9, 2023
Late-stage
functionalization
(LSF)
introduces
functional
group
or
structural
modification
at
the
final
stage
of
synthesis
natural
products,
drugs,
and
complex
compounds.
It
is
anticipated
that
late-stage
would
improve
drug
discovery's
effectiveness
efficiency
hasten
creation
various
chemical
libraries.
Consequently,
products
a
productive
technique
to
produce
product
derivatives,
which
significantly
impacts
biology
development.
Carbon-carbon
bonds
make
up
fundamental
framework
organic
molecules.
Compared
with
carbon-carbon
bond
construction,
activation
can
directly
enable
molecular
editing
(deletion,
insertion,
atoms
groups
atoms)
provide
more
efficient
accurate
synthetic
strategy.
However,
selective
unstrained
still
one
most
challenging
projects
in
synthesis.
This
review
encompasses
strategies
employed
recent
years
for
cleavage
by
explicitly
focusing
on
their
applicability
functionalization.
expands
current
discourse
reactions
providing
comprehensive
overview
types
bonds.
includes
C-C(sp),
C-C(sp2),
C-C(sp3)
single
bonds;
double
triple
bonds,
focus
catalysis
transition
metals
organocatalysts.
Additionally,
specific
topics,
such
as
ring-opening
processes
involving
three-,
four-,
five-,
six-membered
rings,
are
discussed,
exemplar
applications
these
techniques
showcased
context
bioactive
molecules
discovery.
aims
shed
light
advancements
field
propose
potential
avenues
future
research
realm
Catalysts,
Journal Year:
2023,
Volume and Issue:
13(2), P. 220 - 220
Published: Jan. 18, 2023
Oxygen
atom
incorporation
into
organic
molecules
is
one
of
the
most
powerful
strategies
to
increase
their
pharmacological
activity
and
obtain
valuable
intermediates
in
synthesis.
Traditional
oxidizing
agents
perform
very
well,
but
environmental
impact
low
selectivity
constitute
significant
limitations.
On
contrary,
visible-light-promoted
oxygenations
represent
a
sustainable
method
for
compounds,
since
only
molecular
oxygen
photocatalyst
are
required.
Therefore,
photocatalytic
oxygenation
reactions
exhibit
high
atom-economy
eco-compatibility.
This
mini-review
collects
analyzes
recent
literature
on
organo-photocatalysis
applications
promote
selective
substrates.
In
particular,
acridinium
salts,
Eosin
Y,
Rose
Bengal,
cyano-arenes,
flavinium
quinone-based
dyes
widely
used
as
photocatalysts
several
transformations
alkanes,
alkenes,
alkynes,
aromatic
amines,
phosphines,
silanes,
thioethers.
this
context,
organo-photocatalysts
proved
be
highly
efficient
catalytic
terms,
showing
similar
or
even
superior
performances
with
respect
metal-based
counterparts,
while
maintaining
impact.
addition,
given
mild
reaction
conditions,
photo-oxygenation
processes
often
display
remarkable
selectivity,
which
striking
feature
late-stage
functionalization
complex
molecules.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(14), P. 9499 - 9505
Published: March 24, 2024
Herein,
we
report
that
readily
accessible
azoxy-triazenes
can
serve
as
nitrogen
atom
sources
under
visible
light
excitation
for
the
phthalimido-protected
aziridination
of
alkenes.
This
approach
eliminates
need
external
oxidants,
precious
transition
metals,
and
photocatalysts,
marking
a
departure
from
conventional
methods.
The
versatility
this
transformation
extends
to
selective
both
activated
unactivated
multisubstituted
alkenes
varying
electronic
profiles.
Notably,
process
avoids
formation
competing
C–H
insertion
products.
described
protocol
is
operationally
simple,
scalable,
adaptable
photoflow
conditions.
Mechanistic
studies
support
idea
photofragmentation
results
in
generation
free
singlet
nitrene.
Furthermore,
mild
photoredox-catalyzed
N–N
cleavage
protecting
group
furnish
aziridines
reported.
Our
findings
contribute
advancement
sustainable
practical
methodologies
synthesis
nitrogen-containing
compounds,
showcasing
potential
broader
applications
synthetic
chemistry.
Chemical Society Reviews,
Journal Year:
2024,
Volume and Issue:
53(10), P. 4926 - 4975
Published: Jan. 1, 2024
In
search
for
the
perfect
wave(length).
This
review
is
dedicated
to
recent
efforts
in
development
of
visible
light
driven
photochemical
strategies
occurring
coloured
organic
compounds.