Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 27, 2024
Herein,
aryl
decarboxylative
allylation,
thiolation,
and
bromination
reactions
via
photoinduced
ligand-to-copper
charge
transfer
are
described.
Utilizing
inexpensive
copper
metal,
the
transformations
of
various
carboxylic
acids
enable
rapid
synthesis
corresponding
alkene,
thioether,
bromide
derivatives
under
visible
light
irradiation,
which
offers
significant
synthetic
value.
The
reaction
conditions
mild
straightforward,
exhibiting
a
broad
substrate
compatibility.
Furthermore,
this
method
can
be
applied
for
late-stage
modification
complex
drug
molecules.
Nature Communications,
Journal Year:
2024,
Volume and Issue:
15(1)
Published: Feb. 17, 2024
Abstract
Transition
metal-catalyzed
reductive
difunctionalization
of
alkenes
with
alkyl
halides
is
a
powerful
method
for
upgrading
commodity
chemicals
into
densely
functionalized
molecules.
However,
super
stoichiometric
amounts
metal
reductant
and
the
requirement
installing
directing
group
to
suppress
inherent
β-H
elimination
bring
great
limitations
this
type
reaction.
We
demonstrate
herein
that
two
different
accessible
via
radical-anion
relay
Na
2
S
O
4
as
both
sulfone-source.
The
together
electron-shuttle
catalyst
crucial
divert
mechanistic
pathway
toward
formation
sulfone
anion
instead
previously
reported
alkylmetal
intermediates.
Mechanistic
studies
allow
identification
carbon-centered
radical
sulfur-centered
radical,
which
are
in
equilibrium
capture
or
extrusion
SO
could
be
converted
accelerated
by
iron
catalysis,
leading
observed
high
chemoselectivity.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(8)
Published: Jan. 8, 2024
A
mild
photoredox
catalyzed
construction
of
sulfides,
disulfides,
selenides,
sulfoxides
and
sulfones
from
unstrained
ketone
precursors
is
introduced.
Combination
this
deacylative
process
with
S
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.
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.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(17), P. 4748 - 4756
Published: Jan. 1, 2024
Difunctionalizations
of
unactivated
olefins
with
fluoroalkyl
carboxylic
acids
or
aldehydes
via
a
radical-mediated
functional
group
migration
strategy
are
herein
reported.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(72), P. 9645 - 9658
Published: Jan. 1, 2024
This
highlight
article
summarizes
the
complete
development
of
photodecarboxylative
functionalization
free
carboxylic
acids
via
a
concerted
single
electron
transfer
(SET)
or
energy
(ET)
pathways.