ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
13(20), P. 13474 - 13483
Published: Oct. 5, 2023
The
utilization
of
sulfinyl
sulfones
in
transition-metal-catalyzed
synthetic
chemistry
has
rarely
been
investigated.
Here
we
report
the
design
and
nickel-catalytic
conversion
situ-generated
redox-active
for
reductive
coupling
with
a
wide
variety
organic
halides
by
dual-role
nickel
catalyst
reductant
Zn.
Mechanistic
studies
disclose
that
key
such
reaction
is
employment
sulfones,
enabling
situ
generation
electrophilic
sulfur
reagents
through
zinc-induced
reduction
facilitated
catalyst.
This
strategy
demonstrates
good
tolerance
range
functional
groups.
Furthermore,
this
method
extends
to
meta-substituted
diaryl
sulfides,
modification
complex
bioactive
molecules
synthesis
thioether-containing
drugs.
Nature Communications,
Journal Year:
2023,
Volume and Issue:
14(1)
Published: Oct. 16, 2023
Organoboron
compounds
are
of
high
significance
in
organic
synthesis
due
to
the
unique
versatility
boryl
substituents
access
further
modifications.
The
demand
for
incorporation
moieties
into
molecular
structures
has
witnessed
significant
progress,
particularly
C(sp3)-H
borylation
hydrocarbons.
Taking
advantage
special
characteristics
photo/electrochemistry,
we
herein
describe
development
an
oxidative
reaction
under
metal-
and
oxidant-free
conditions,
enabled
by
photoelectrochemical
strategy.
exhibits
broad
substrate
scope
(>57
examples),
includes
use
simple
alkanes,
halides,
silanes,
ketones,
esters
nitriles
as
viable
substrates.
Notably,
unconventional
regioselectivity
is
achieved,
with
coupling
site
selectively
located
distal
methyl
group.
Our
method
operationally
easily
scalable,
offers
a
feasible
approach
one-step
high-value
organoboron
building
blocks
from
hydrocarbons,
which
would
provide
ample
opportunities
drug
discovery.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(19), P. 4764 - 4773
Published: Jan. 1, 2023
A
photo-induced
iron-catalyzed
strategy
that
facilitates
the
transformation
of
carboxylic
acids
and
hydrocarbons
into
thioethers
sulfoxides
is
herein
reported.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(28), P. 5279 - 5284
Published: July 11, 2023
The
synthesis
of
tertiary
phosphines(III)
has
been
a
long-standing
challenge
in
synthetic
chemistry
because
inevitable
issues
including
harsh
conditions,
sensitive
organometallic
reagents,
and
prefunctionalized
substrates
traditional
synthesis.
Herein,
we
report
strategically
novel
C(sp3)-H
bond
phosphorylation
that
enables
the
assembly
structurally
diverse
from
industrial
phosphine(III)
sources
under
mild
photocatalytic
conditions.
merger
ligand-to-metal
charge
transfer
(LMCT)
FeCl3
with
hydrogen
atom-transfer
(HAT)
process
is
key
for
generation
alkyl
radicals
hydrocarbons.
Strikingly,
this
catalytic
system
can
be
successfully
applied
polymerization
electron-deficient
alkenes.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(5), P. 1110 - 1115
Published: Jan. 26, 2024
Despite
the
significant
success
of
decarboxylative
radical
reactions,
catalytic
systems
vary
considerably
upon
different
acceptors,
requiring
renewed
case-by-case
reaction
optimization.
Herein,
we
developed
an
iron
condition
that
enables
highly
efficient
decarboxylation
various
carboxylic
acids
for
a
range
transformations.
This
operationally
simple
protocol
was
amenable
to
wide
array
delivering
structurally
diverse
oxime
ethers,
alkenylation,
alkynylation,
thiolation,
and
amidation
products
in
useful
excellent
yields
(>40
examples,
up
95%
yield).
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(18), P. 5278 - 5305
Published: Jan. 1, 2024
This
review
summarizes
the
latest
methodological
advances
in
photocatalytic
C(sp
3
)–H
functionalization,
with
a
particular
emphasis
on
formation
of
C–P,
C–B,
C–S
bonds,
etc
.,
and
some
prominent
efforts
asymmetric
C–H
functionalization.
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.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(6), P. 1729 - 1735
Published: Jan. 1, 2024
An
iron-catalyzed
fragmentation
alkynylation,
alkenylation
and
alkylation
enabled
by
photoinduced
ligand-to-metal
charge
transfer
(LMCT)processis
herein
reported.
Green Chemistry,
Journal Year:
2024,
Volume and Issue:
26(14), P. 8315 - 8322
Published: Jan. 1, 2024
A
photoelectrochemical
approach
for
the
carboacylation/silanoylation
of
alkenes
with
alkanes/hydrosilanes
is
described.
The
method
offers
a
new
perspective
chemists
to
rapidly
obtain
various
ketones
high
levels
structural
complexity.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(6), P. 4156 - 4164
Published: March 7, 2024
Metal
impurities
can
complicate
the
identification
of
active
catalyst
species
in
transition
metal
catalysis
and
electrocatalysis,
potentially
leading
to
misleading
findings.
This
study
investigates
influence
on
photocatalysis.
Specifically,
photocatalytic
reaction
inert
alkanes
using
chlorides
without
use
an
external
photocatalyst
was
studied,
achieving
successful
C(sp
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(11), P. 7124 - 7129
Published: March 8, 2024
The
catalytic,
undirected
borylation
of
alkyl
C–H
bonds
typically
occurs
at
high
reaction
temperatures
or
with
excess
substrate,
both,
because
the
low
reactivity
bonds.
Here
we
report
a
new
iridium
system
comprising
2-anilino-1,10-phenanthroline
as
ligand
that
catalyzes
little
to
no
induction
period
and
rates.
This
superior
activation
profile
2-aminophenanthroline-ligated
catalysts
leads
broader
scope,
including
reactions
sensitive
substrates,
such
epoxides
glycosidic
acetals,
enhanced
diastereoselectivity,
higher
yields
borylated
products.
These
also
enable
alkanes,
amines,
ethers
room
temperature
for
first
time.
Mechanistic
studies
imply
facile
N-borylation
under
conditions
complexes
containing
N-boryl
aminophenanthrolines
are
competent
precatalysts
reaction.
