Abstract
In
recent
years,
photoredox
catalysis
has
become
a
useful
strategy
in
the
field
of
synthetic
chemistry
because
generation
reactive
radicals,
ionic
species,
and
organometallics
under
mild
reaction
conditions
can
be
realized.
This
review
mainly
discusses
fluorination
reactions
carbon
skeletons
using
catalysis.
addition,
seminal
works
on
photochemical
hydrogen-atom
transfer
(HAT)
photocatalyst-free
photoinduced
electron-transfer
systems
are
also
handled.
These
applied
to
C—H
bonds,
C—C
C=C
appropriate
functional
groups.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(35)
Published: June 7, 2024
We
report
a
photochemical
method
for
the
semipinacol
rearrangement
of
unactivated
allylic
alcohols.
Aliphatic
as
well
aromatic
groups
participate
migrating
groups,
yielding
variety
α,α-disubstituted
ketones.
The
reaction
proceeds
under
mild
conditions
and
is
compatible
with
ethers,
esters,
halides,
nitriles,
carbamates,
substituted
arenes.
operationally
simple
fully
catalytic
prescribe
1
mol
%
benzothiazinoquinoxaline
organophotocatalyst,
0.5
Co-salen,
10
lutidinium
triflate
and,
importantly,
display
reactivity
complementary
to
procedures
employing
Brønsted
acid.
showcase
utility
protocol
in
late-stage
drug
diversifications.
Bulletin of the Korean Chemical Society,
Journal Year:
2024,
Volume and Issue:
45(9), P. 738 - 758
Published: Sept. 1, 2024
Abstract
Halogenation
is
one
of
the
most
important
transformations
in
organic
synthesis.
Halogenated
compounds
are
employed
many
reactions
to
prepare
useful
molecules.
Many
methods
have
been
developed
introduce
halogens
into
different
compounds.
Visible
light‐mediated
efficient,
low‐toxic,
and
mild‐condition
applied
for
various
chemistry
transformations.
Remarkably,
there
has
an
increasing
development
application
visible
light‐induced
halogenation
recent
years.
Herein,
we
present
a
comprehensive
summary
including
chlorination,
bromination,
iodination
under
light
irradiation
since
2020.
ACS Catalysis,
Journal Year:
2024,
Volume and Issue:
14(10), P. 8005 - 8012
Published: May 9, 2024
We
report
intra-
and
intermolecular
γ-amino
C(sp3)–H
functionalization
of
aliphatic
amines
using
a
vinylsulfone-based
HAT
(hydrogen
atom
transfer)
auxiliary
triple
catalysis,
which
is
composed
photoredox,
cobalt,
Brønsted
acid
catalysts
under
visible
light
irradiation.
The
process
accomplishes
four
elementary
steps:
(i)
electrophilic
carbon-centered
radical
formation
on
the
via
MHAT
(metal
hydride
hydrogen
reaction,
(ii)
generation
through
1,6-HAT
(iii)
single-electron
oxidation
to
carbocation
equivalents,
(iv)
nucleophilic
substitution
with
internal
or
external
nucleophiles.
As
result,
this
afforded
γ-amino-functionalized
products,
such
as
azetidines,
1,3-diamine,
1,3-aminoalcohol
derivatives.
Nature Communications,
Journal Year:
2024,
Volume and Issue:
15(1)
Published: July 16, 2024
Current
methodologies
for
the
functionalization
of
[1.1.1]propellane
primarily
focus
on
achieving
1,
3-difunctionalized
bicyclo[1.1.1]pentane
or
ring-opened
cyclobutane
moiety.
Herein,
we
report
an
innovative
approach
3-difunctionalization
[1.1.1]propellane,
enabling
access
to
a
diverse
range
highly
functionalized
cyclobutanes
via
nucleophilic
attack
followed
by
ring
opening
and
iron-hydride
hydrogen
atom
transfer.
To
enable
this
method,
developed
efficient
iron-catalyzed
hydropyridylation
various
alkenes
C
-
H
alkylation
pyridines
at
C4
position,
eliminating
need
stoichiometric
quantities
oxidants
reductants.
Mechanistic
investigations
reveal
that
resulting
N-centered
radical
serves
as
effective
oxidizing
agent,
facilitating
single-electron
transfer
oxidation
reduced
iron
catalyst.
This
process
efficiently
sustains
catalytic
cycle,
offering
significant
advantages
substrates
with
oxidatively
sensitive
functionalities
are
generally
incompatible
alternative
approaches.
The
strategy
presented
herein
is
not
only
mechanistically
compelling
but
also
demonstrates
broad
versatility,
highlighting
its
potential
late-stage
functionalization.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 8, 2025
We
report
intramolecular
photocatalyzed
cycloisomerization
of
unactivated
olefins
with
pendant
nucleophiles.
The
reaction
proceeds
under
mild
conditions
and
utilizes
guanidines,
ureas,
isoureas,
isothioureas,
carbonates
to
yield
several
different
five-,
six-,
seven-membered
heterocycles.
Use
benzothiazinoquinoxaline
as
an
organophotocatalyst
cobalt–salen
catalyst
obviates
the
need
for
a
stoichiometric
oxidant
or
reductant.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 14, 2025
Herein,
we
report
a
visible-light-driven
and
cobalt-mediated
1,4-hydroamination
reaction
of
1,3-dienes
with
arylmines
as
the
nucleophiles.
The
involves
regioselective
addition
[CoIII]–H
to
1,3-diene,
followed
by
oxidation
nucleophilic
substitution
amines.
Using
Ir(ppy)3
photocatalyst
enables
cobalt
redox
cycle
be
implemented
without
using
an
external
oxidant
hydride
regent.
This
protocol
can
applied
well
forge
carbon–oxygen
carbon–sulfur
bonds
in
analogous
way.
Chemical Science,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
An
applicable
cobalt-hydride-mediated
selective,
divergent
hydroetherification
and
sequential
hydroetherification/hydroarylation
of
1,3-dienes
with
simple
phenol
feedstocks
under
a
photoredox
cobalt
catalytic
system
have
been
developed.
A
variety
allyl
aryl
ethers
value-added
chroman
derivatives
can
be
obtained
in
good
to
excellent
yields
stereoselectivity.
This
method
not
only
obviates
the
need
for
extra
hydrosilanes
stoichiometric
oxidants,
thereby
offering
exceedingly
mild
conditions
alkene
hydroetherification,
but
also
represents
first
case
CoH-HAT-catalyzed
double
hydrofunctionalization
alkenes
sole
nucleophile.
The
continuous
selective
bond-forming
expands
applications
cobalt-hydride
MHAT
reaction
provides
novel
approach
design
synthesis
heterocyclic
molecules.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(36), P. 14865 - 14871
Published: Jan. 1, 2024
A
novel
photoinduced
Co/Ni-cocatalyzed
Markovnikov
hydroarylation
of
unactivated
alkenes
with
aryl
bromides
by
using
proton
as
a
hydrogen
source
has
been
developed
for
the
first
time.
Nature Communications,
Journal Year:
2024,
Volume and Issue:
15(1)
Published: Aug. 22, 2024
Abstract
We
herein
report
radical
hydroazidation
and
hydrohalogenation
of
mono-,
di-
trisubstituted
alkenes
through
iron
catalysis.
The
alkene
moiety
that
often
occurs
as
a
functionality
in
natural
products
is
readily
transformed
into
useful
building
blocks
this
approach.
Commercially
available
tosylates
α-halogenated
esters
are
used
trapping
reagents
combination
with
silanes
reductants.
reported
Markovnikov
hydroazidation,
hydrobromination,
hydrochlorination,
hydroiodination
occur
under
mild
conditions.
These
hydrofunctionalizations
valuable
practical
alternatives
to
ionic
hydrohalogenations
the
corresponding
mineral
acids
have
be
run
harsher
acidic
conditions,
which
diminishes
functional
group
tolerance.
Good
excellent
diastereoselectivities
can
obtained
for
hydrofunctionalization
cyclic
alkenes.
