Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(38), P. 7009 - 7013
Published: Sept. 14, 2023
The
1,2-iminylalkylation
of
diazenes
using
alkyl
iodides
in
combination
with
an
O-benzoyl
oxime
is
reported.
In
this
transformation,
acted
as
a
radical
precursor
and
XAT
mediator.
addition
to
common
iodides,
other
such
iodomethane,
iodomethane-d3,
trifluoroiodomethane,
ethyl
difluoroiodoacetate,
iodoalkanes
containing
unprotected
hydroxyl
amide
groups
can
also
serve
C-radical
precursors
the
electrophilic
acceptors.
ChemCatChem,
Journal Year:
2022,
Volume and Issue:
14(19)
Published: Aug. 11, 2022
Abstract
Despite
the
rich
photochemistry
of
3d‐metal
complexes,
utilization
excited‐state
reactivity
these
compounds
in
organic
synthesis
has
been
historically
overlooked.
The
advent
photoredox
catalysis
changed
perception
synthetic
chemists
towards
photochemistry,
and
nowadays
potential
photoinduced,
outer‐sphere
single‐electron
transfer
events
is
widely
recognized.
More
recently,
an
emerging
new
mode
photoactivation
taken
spotlight,
based
on
inner‐sphere
triggered
by
population
ligand‐to‐metal
charge‐transfer
(LMCT)
excited
states.
Contrarily
to
photoredox,
LMCT‐activation
does
not
rely
matching
redox
potentials,
offers
unique
profiles
particularly
well
suited
Earth‐abundant
metal
complexes.
Those
appealing
features
are
propelling
development
methods
using
this
blueprint
generate
highly
reactive
open‐shell
species
under
mild
conditions.
aim
contribution
provide
a
didactical
tool
for
comprehension
concept
facilitate
methodologies
achieve
sustainable
chemical
transformations.
Journal of the American Chemical Society,
Journal Year:
2023,
Volume and Issue:
145(17), P. 9369 - 9388
Published: April 20, 2023
Photoredox
catalysis
of
organic
reactions
driven
by
iron
has
attracted
substantial
attention
throughout
recent
years,
due
to
potential
environmental
and
economic
benefits.
In
this
Perspective,
three
major
strategies
were
identified
that
have
been
employed
date
achieve
reactivities
comparable
the
successful
noble
metal
photoredox
catalysis:
(1)
Direct
replacement
a
center
in
archetypal
polypyridyl
complexes,
resulting
metal-centered
photofunctional
state.
(2)
situ
generation
photoactive
complexes
substrate
coordination
where
are
via
intramolecular
electron
transfer
involving
charge-transfer
states,
for
example,
through
visible-light-induced
homolysis.
(3)
Improving
excited-state
lifetimes
redox
potentials
states
new
ligand
design.
We
seek
give
an
overview
evaluation
developments
rapidly
growing
field
and,
at
same
time,
provide
outlook
on
future
iron-based
catalysis.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(3), P. 977 - 982
Published: Jan. 14, 2022
We
report
an
alkoxy
radical
process
for
the
C-C
bond
cleavage
and
functionalization
of
unstrained
tertiary
secondary
cyclic
alcohols.
In
absence
a
chlorine
atom,
readily
available
iron
catalysts
[Fe(OBu-t)3
or
Fe(acac)3/t-BuONa]
facilitate
formation
via
direct
ligand-to-metal
charge
transfer
Fe
alkoxide
further
enable
ring
opening
amination
The
remote
amino
carbonyl
compounds
could
be
obtained
with
broad
scope
in
up
to
excellent
yields
under
mildly
redox-neutral
system.
Light-driven
electron
transfer,
formation,
subsequent
β-scission
were
keys
transformation.
ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
13(3), P. 1678 - 1685
Published: Jan. 13, 2023
We
report
a
photoinduced
iron/copper
dual-catalytic
strategy
for
the
radical
decarboxylation
functionalization
of
aliphatic
carboxylic
acids.
The
ligand-to-iron
charge
transfer
process
under
light
was
initially
occurred
to
generate
an
unstabilized
alkyl
radical,
and
copper
catalyst
delivered
enabled
subsequent
coupling
reactions
form
C–N
or
C–C
bonds.
By
merging
iron-catalyzed
with
catalysis,
this
system
allows
smooth
conversion
wide
range
acids
amination,
decarboxylative
dehydrogenation,
alkylation
efficiently.
A
variety
complex
drug
natural
molecules
is
applicable,
suggesting
that
would
facilitate
rapid
compound
library
synthesis
benefit
discovery
pharmaceutical
agents.
Chemical Society Reviews,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
This
review
aims
to
provide
an
overview
of
radical
Brook
rearrangement,
which
is
organized
by
grouping
three
type
reactive
species
generated
via
the
unique
rearrangement
process.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(32), P. 5972 - 5976
Published: Aug. 11, 2022
An
efficient
and
inexpensive
protocol
for
the
direct
decarboxylative
fluorination
of
aliphatic
carboxylic
acids
catalyzed
with
iron
salts
under
visible
light
is
presented.
This
new
method
allows
facile
a
diverse
array
even
on
gram
scale
using
Schlenk
flask
without
loss
efficiency.
Mechanistic
studies
suggest
that
photoinduced
ligand-to-metal
charge
transfer
process
enables
generation
key
step
to
generate
carboxyl
radical
intermediates.
Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(24), P. 4189 - 4230
Published: Dec. 3, 2022
Abstract
In
the
quest
for
sustainable
processes,
selection
of
resources
and
catalysts
is
central
importance.
Carboxylic
acids,
which
are
abundant,
stable
ideally
biobased
feedstocks,
can
be
considered
as
attractive
platforms
towards
a
range
functionalized
molecules.
A
recent
resurgence
photoinduced
ligand‐to‐metal
charge
transfer
(LMCT)
carboxylates
led
to
tremendous
developments
in
field
earth‐abundant
metal
mediated,
visible‐light
induced
(non)‐decarboxylative
transformations
carboxylic
acids.
These
reactions
combine
use
available
starting
materials,
low‐consuming
energy
source
abundant
catalysts.
Besides
these
undeniable
advantages,
they
also
provide
mild,
highly
selective
innovative
conditions
complex
molecule
functionalization.
The
objective
this
review
give
an
overview
advances
LMCT
with
special
focus
on
mechanistic
aspects
transformations.
magnified
image
ACS Catalysis,
Journal Year:
2022,
Volume and Issue:
12(6), P. 3710 - 3718
Published: March 9, 2022
In
this
report,
we
present
a
photoredox/cobalt
dual
catalytic
system
for
the
synthesis
of
distally
unsaturated
ketones.
Upon
cooperative
utilization
an
organo
photoredox
catalyst
and
cobaloxime
catalyst,
sequential
ring-opening
C–C
bond
scission
dehydrogenation
nonstrained
tertiary
cycloalkanols
variable
ring
sizes
are
achieved
under
visible-light
irradiation,
producing
wide
range
γ,δ-,
δ,ε-,
even
more
ketones
in
good
yields,
with
hydrogen
gas
as
sole
byproduct.
The
produced
versatile
building
blocks,
which
can
be
easily
converted
to
other
valuable
molecules.
