Synlett,
Journal Year:
2022,
Volume and Issue:
34(04), P. 359 - 363
Published: Dec. 4, 2022
Abstract
The
chemoselective
C–C
bond
cleavage
of
bicyclo[1.1.1]pent-1-yl
alcohols
(BCP-OHs)
was
examined.
Highly
ring-strained
BCP-OHs
were
found
to
be
particularly
reactive,
delivering
cyclobutanone
derivatives
through
a
base-mediated
single
or
α,β-unsaturated
ketones
by
palladium-catalyzed
dual
cleavage.
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.
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 Science,
Journal Year:
2022,
Volume and Issue:
13(45), P. 13611 - 13616
Published: Jan. 1, 2022
Sulfoximines
are
synthetically
important
scaffolds
and
serve
roles
in
drug
discovery.
Currently,
there
is
no
solution
to
decarboxylative
sulfoximination
of
benzoic
acids;
although
thoroughly
investigated,
limited
substrate
scope
harsh
reaction
conditions
still
hold
back
traditional
thermal
aromatic
functionalization.
Herein,
we
realize
the
first
acids
via
photo-induced
ligand
copper
charge
transfer
(copper-LMCT)-enabled
carbometalation.
The
transformation
proceeds
under
mild
conditions,
has
a
broad
scope,
can
be
applied
late-stage
functionalization
complex
small
molecules.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(12), P. 2381 - 2386
Published: March 15, 2024
Organic
sulfones
are
an
important
class
of
chemical
compounds
widely
used
in
many
research
fields.
The
direct
decarboxylative
sulfonylation
carboxylic
acids
is
attractive
but
challenging,
particularly
when
iron
as
a
metal
catalyst.
Herein,
we
describe
photoinduced
iron-catalytic
method
for
the
synthesis
directly
using
via
radical-based
decarboxylation.
This
protocol
mild,
highly
efficient,
and
easy-to-operate.
A
broad
scope
carbon
electrophiles
could
be
well
tolerated.
mechanism
involving
iron-catalyzed
decarboxylation,
radical
transfer,
single-electron
reduction,
nucleophilic
attack
proposed.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(14), P. 4024 - 4040
Published: Jan. 1, 2024
This
review
provides
a
comprehensive
overview
of
metal
catalysis
in
photo-electrochemical
systems,
discussing
reaction
mechanisms
and
offering
prospects
for
this
triadic
catalytic
mode.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(7), P. 1595 - 1605
Published: Feb. 3, 2024
Abstract
Herein,
we
present
a
photoinduced
deconstructive
alkoxyamination
of
alkyl
alcohols
catalyzed
by
iron
salts.
This
transformation
involves
the
initiation
alkoxy
radicals
through
chlorine
radical‐induced
radical
formation,
followed
β
‐scission
and
trapping
resulting
carbon
with
2,2,6,6‐tetramethylpiperidin‐1‐yl
(TEMPO).
reaction
exhibits
broad
substrate
scope
(40
examples),
including
primary
secondary
that
are
prone
to
oxidation
combination
TEMPO
iron.
Mechanistic
investigations
have
revealed
enhanced
coordination
chloride
ion
center
inhibits
OH
process,
thereby
enabling
tolerance
alcohols.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(7), P. 1072 - 1081
Published: March 17, 2023
Abstract
Being
in
its
infancy,
radical
cross‐coupling
is
highly
efficient
for
C−C
bond
construction,
though
suffers
from
selectivity
problems
and
limited
reaction
types.
New
methodologies
to
realize
selectively
are
desired.
Herein,
an
iron
catalyzed
deconstructive
cyanomethylation
of
unstrained
cyclic
linear
alcohols
with
acetonitrile
has
been
developed
through
cross‐coupling.
The
unprecedented
method
enables
a
ring‐opening
functionalization
cyclohexanols
produce
α‐cyanomethyl
ketones.
Notably,
the
challenging
involves
twice
single
cleavage
β‐scission
alkoxyl
intermediates,
C(
sp
3
)−H
transformation
via
hydrogen
atom
transfer
(HAT)
procedures,
resulting
two
carbon
species
that
process
form
new
)−C(
)
selectively.
α‐arylketo
α‐aryl
substituted
tertiary
can
also
be
applied
as
substrates,
leading
terminal
cyano‐functionalized
products,
ketone
leaving
fragment.
Mechanistically,
procedure
generate
chlorine
in‐situ
formed
intermediate
cycloalkyl
hypochlorite
was
suggested.
magnified
image
Chinese Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
43(4), P. 1386 - 1386
Published: Jan. 1, 2023
In
recent
years,
the
development
and
application
of
transition
metal
ruthenium
or
iridium
complexes
based
photocatalysts
have
opened
up
a
new
research
field
for
organic
synthesis,
which
provides
mild
efficient
strategies
construction
chemical
bonds
transformations.In
order
to
enrich
types
photocatalysts,
broaden
scope
photocatalysis,
develop
green
sustainable
chemistry,
some
low-cost
easily
available
organometallic
with
copper
iron
were
applied
as
recently.Iron-complexes
feature
non-toxicity,
rich
variety,
unique
property
charge
transfer
from
ligands
metals,
enable
them
show
extraordinary
capability
in
photocatalytic
synthesis.According
different
reaction
types,
this
review
focuses
on
photoinduced
iron-catalysis
synthesis
including
C-H
bond
functionalization,
C-C
bifunctionalization
alkenes,
cross-coupling
reaction,
decarboxylative
selective
oxidation
reduction.