Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 28, 2024
Herein
we
describe
a
dual
photo/cobalt-catalyzed
anti-Markovnikov
hydroacylation
of
aryl
alkenes
using
aldehyde
as
acyl
source.
The
key
to
success
is
the
cobalt
catalyzed
hydrogen
atom
transfer,
which
enables
effective
formation
desired
products
and
efficient
regeneration
photocatalyst
under
mild
conditions.
This
protocol
features
broad
substrate
scopes,
good
functional
group
tolerance,
high
efficiency
regioselectivity.
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(19), P. 3799 - 3842
Published: Jan. 1, 2024
Tetrabutylammonium
decatungstate
(TBADT)
has
recently
emerged
as
an
intriguing
photocatalyst
under
visible-light
or
near-visible-light
irradiation
in
a
wide
range
of
organic
reactions
that
were
previously
not
conceivable.
Given
its
ability
to
absorb
visible
light
and
excellent
effectiveness
activating
unactivated
chemical
bonds,
it
is
promising
addition
traditional
photocatalysts.
This
review
covers
some
the
contemporary
developments
photocatalysis
enabled
by
TBADT
catalyst
2023,
with
contents
organized
reaction
type.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(33)
Published: May 22, 2024
Abstract
Drawing
inspiration
from
nature
has
long
been
a
cornerstone
of
chemical
innovation,
with
natural
systems
offering
wealth
untapped
potential
for
discovery.
In
this
minireview,
we
delve
into
the
burgeoning
field
cobaloxime
catalysis
in
organic
synthesis,
which
mimics
catalytic
activity
organometallic
alkylcobalamine
enzymes.
Our
focus
lies
on
elucidating
latest
advancements
area,
as
well
delineating
primary
mechanistic
pathways
at
play.
By
describing,
and
comparing
these
mechanisms,
provide
comprehensive
overview
current
state‐of‐the‐art,
while
also
shedding
light
key
unresolved
challenges
that
await
further
exploration.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(7), P. 4985 - 4992
Published: Feb. 6, 2024
Unsaturated
amides
represent
common
functional
groups
found
in
natural
products
and
bioactive
molecules
serve
as
versatile
synthetic
building
blocks.
Here,
we
report
an
iron(II)/cobalt(II)
dual
catalytic
system
for
the
syntheses
of
distally
unsaturated
amide
derivatives.
The
transformation
proceeds
through
iron
nitrenoid-mediated
1,5-hydrogen
atom
transfer
(1,5-HAT)
mechanism.
Subsequently,
radical
intermediate
undergoes
hydrogen
abstraction
from
vicinal
methylene
by
a
cobaloxime
catalyst,
efficiently
yielding
β,γ-
or
γ,δ-unsaturated
derivatives
under
mild
conditions.
efficiency
Co-mediated
HAT
can
be
tuned
varying
different
auxiliaries,
highlighting
generality
this
protocol.
Remarkably,
desaturation
protocol
is
also
amenable
to
practical
scalability,
enabling
synthesis
carbamates
ureas,
which
readily
converted
into
various
valuable
molecules.
Journal of the American Chemical Society,
Journal Year:
2023,
Volume and Issue:
145(36), P. 20053 - 20061
Published: Aug. 30, 2023
Small,
strained
ring
systems
are
important
pharmacophores
in
medicinal
chemistry
and
versatile
intermediates
organic
synthesis.
However,
the
kinetic
thermodynamic
instability
of
many
molecules
renders
them
challenging
to
prepare.
Here,
we
report
a
strain-inducing
positional
alkene
isomerization
reaction
that
provides
mild
selective
access
cyclobutene
building
blocks
from
readily
obtained
cyclobutylidene
precursors.
This
endergonic
relies
on
sequential
synergistic
action
decatungstate
polyanion
photocatalyst
cobaloxime
co-catalyst
store
potential
energy
form
strain.
The
versatility
products
is
demonstrated
through
diverse
subsequent
strain-releasing
transformations.
Mechanistic
studies
reveal
steric
basis
for
strain-selective
product
formation.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
89(1), P. 216 - 223
Published: Dec. 18, 2023
The
C–N
bond
transamidation
of
primary
amides
with
N,N-dimethyl
enaminones
has
been
efficiently
realized
by
heating
in
the
presence
trifluoromethanesulfonic
acid
(TfOH).
method
enables
practical
synthesis
valuable
enamides
without
use
any
metal
reagent.
In
addition,
this
protocol
can
also
be
expanded
to
reactions
sulfonamides,
and
late-stage
functionalization
on
sulfonamide
drugs
such
as
Celecoxib
Valdecoxib
verified.
Moreover,
participation
water
assisting
process
identified
isotope
labeling
experiments
using
D2O,
disclosing
a
new
possibility
designing
catalytic
tactic
other
reactions.
Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
29(37)
Published: April 19, 2023
M-HAT
isomerization
is
a
highly
reliable
method
to
access
thermodynamically
stable
alkenes
with
high
functional
group
tolerance.
However,
synthesis
of
heteroatom-substituted
by
reaction
still
underdeveloped.
Herein,
we
report
an
enamide
using
via
combination
cobalt
and
photoredox
catalysis.
This
tolerates
variety
groups
including
haloarenes,
heteroarenes,
free
hydroxy
groups,
non-protected
indoles,
drug
derivatives.
Furthermore,
this
can
isomerize
styrene
derivatives
in
good
yield
E/Z
selectivity.