Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 10, 2025
Carbonyl-containing
compounds
serve
as
essential
building
blocks
in
various
synthetic
processes.
However,
due
to
the
high
bond
energy
of
C═O
double
bond,
traditional
deoxygenation
methods
often
require
harsh
conditions
or
toxic
reagents.
Direct
carbonyl
deoxygenative
coupling
aldehydes
and
ketones
is
still
challenging
under
mild
conditions.
Herein
we
report
successful
establishment
an
electroreductive
strategy
utilizing
aromatic
carbonyls
terephthalonitrile.
A
key
component
our
approach
use
closo-boranes,
specifically
(Et4N)2B10H10,
which
situ
deoxidant
by
single-electron
oxidation.
The Chemical Record,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 3, 2025
Abstract
Owing
to
their
wide
utilizations
in
synthesis
and
products
prevalence
numerous
natural
products,
pharmaceuticals
functional
materials,
the
alkene
difunctionalization
methods
for
selective
transformations
of
olefins
are
important
have
attracted
much
attention
form
synthetic
chemists.
Among
them,
electrochemical
reaction
is
particularly
promising
has
becoming
a
potent
sustainable
tool
alkenes
into
vicinal
difunctionalized
structures
organic
through
simultaneous
incorporation
two
groups.
Herein,
we
summarize
recent
progress
reactions
according
types
as
well
category
radicals
over
past
five
years.
By
selecting
remarkable
examples,
elaborately
discussed
substrate
scope
mechanisms
olefin
reaction.
Chemical Reviews,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 7, 2025
Constructing
chemical
bonds
under
green
sustainable
conditions
has
drawn
attention
from
environmental
and
economic
perspectives.
The
dissociation
of
(hetero)aryl-halide
is
a
crucial
step
most
arylations
affording
(hetero)arene
derivatives.
Herein,
we
summarize
the
(hetero)aryl
halides
activation
enabling
direct
(hetero)arylation
trapping
reagents
construction
highly
functionalized
(hetero)arenes
benign
conditions.
strategies
for
aryl
iodides
are
classified
into
(a)
hypervalent
iodoarene
followed
by
functionalization
thermal/photochemical
conditions,
(b)
aryl-I
bond
in
presence
bases
with/without
organic
catalysts
promoters,
(c)
photoinduced
presence/absence
organophotocatalysts,
(d)
electrochemical
direct/indirect
electrolysis
mediated
organocatalysts
mediators
acting
as
electron
shuttles,
(e)
electrophotochemical
redox-active
organocatalysts.
These
modes
result
exhibiting
diverse
reactivity
formal
cations/radicals/anions
aryne
precursors.
coupling
these
reactive
intermediates
with
leads
to
facile
selective
formation
C-C
C-heteroatom
bonds.
ecofriendly,
inexpensive,
functional
group-tolerant
offer
alternatives
transition
metal-based
catalysis.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 27, 2025
The
activation
of
Csp2–I
bonds
in
iodobenzenes
and
their
derivatives
is
a
highly
valuable
research
topic.
Most
known
methods
predominantly
rely
on
transition
metal
catalysis,
which
often
necessitates
the
use
oxidants,
additives,
ligands,
harsh
reaction
conditions.
Photocatalysis
has
emerged
last
decades
as
an
excellent
alternative
to
drive
intriguing
organic
transformations
via
various
chemical
bond
cleavages,
while
photocontrolled
direct
cleavage
O-tethered
iodoarenes
rare
due
its
high
reduction
potential.
To
address
this
challenge,
we
have
provided
relay
reductive
photocatalysis
strategy
amplify
function
low
potential
photocatalysts
using
cyanoalkenes
photoredox
mediators
achieve
iodoarenes.
Moreover,
it
noteworthy
that
cyanoarenes
are
simultaneously
involved
coupling
reagents
radical
cyclization/coupling
process
between
form
benzo-fused
oxygen-containing
heterocyclic
compounds
with
different
scaffolds.
Journal of the American Chemical Society,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 4, 2025
We
report
a
new
strategy
for
the
catalytic
iodination
of
nonactivated
C(sp3)-H
bonds.
The
method
merges
concepts
shuttle
and
light-enabled
palladium
catalysis
to
employ
aryl
iodides
as
both
hydrogen
atom
transfer
reagents
iodine
donors.
A
noncanonical
Pd0/PdI
cycle
is
harnessed
from
C(sp2)
bond
under
mild
conditions,
which
tolerate
sensitive
functional
groups.
This
mechanism
also
applied
implement
thiolation
that
exploits
reversible
steps
system.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 10, 2025
Carbonyl-containing
compounds
serve
as
essential
building
blocks
in
various
synthetic
processes.
However,
due
to
the
high
bond
energy
of
C═O
double
bond,
traditional
deoxygenation
methods
often
require
harsh
conditions
or
toxic
reagents.
Direct
carbonyl
deoxygenative
coupling
aldehydes
and
ketones
is
still
challenging
under
mild
conditions.
Herein
we
report
successful
establishment
an
electroreductive
strategy
utilizing
aromatic
carbonyls
terephthalonitrile.
A
key
component
our
approach
use
closo-boranes,
specifically
(Et4N)2B10H10,
which
situ
deoxidant
by
single-electron
oxidation.
