The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 11, 2024
This
study
provides
a
practical
route
to
synthesize
tetrasubstituted
alkenes
that
involves
Co(III)-catalyzed
C-H
bond
activation
and
regioselective
insertion
of
the
alkyne,
followed
by
chelation
substrate
hydroxyl
Co
migration
pyridine
group.
Density
functional
theory
studies
revealed
origin
regioselectivity
elucidated
crucial
role
group
for
pyridine.
The
method
can
be
conducted
on
gram
scale,
is
compatible
with
wide
range
substrates,
has
high
tolerance.
To
demonstrate
its
significance,
was
used
late-stage
modification
Fasudil.
Furthermore,
synthetic
significance
demonstrated
various
derivatizations
products,
many
which
exhibit
intriguing
fluorescence
characteristics.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(43), P. 7878 - 7883
Published: Oct. 23, 2023
We
have
developed
a
Cp*Co(III)-catalyzed
reverse
regioselective
[4
+
2]
annulation
of
N-chlorobenzamides/acrylamides
with
vinylsilanes
for
the
synthesis
4-silylated
isoquinolones.
The
reaction
was
performed
at
ambient
temperature
under
redox-neutral
conditions.
utilized
N-Cl
bond
as
an
internal
oxidant,
furnished
required
products
excellent
regioselectivities,
and
demonstrated
high
functional
group
tolerance.
synthetic
utility
isoquinolones
has
been
preparation
4-heteroarylated
4-alkylated
via
metal-free
C-C
couplings.
Additionally,
3,4-dihydroisoquinolones
were
synthesized
protodesilylation
isoquinolones,
thus
making
vinylsilane
ethylene
surrogate.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(5), P. 3279 - 3291
Published: Feb. 20, 2024
The
construction
of
3,4-dihydroquinolone
derivatives
has
attracted
a
considerable
amount
attention
due
to
their
extensive
applications
in
medicinal
chemistry.
In
this
study,
we
present
the
Pd-catalyzed
[4+2]
cycloaddition
vinyl
benzoxazinanones
with
α-alkylidene
succinimides
for
efficient
synthesis
3,4-dihydroquinolones.
This
approach
presents
numerous
advantages,
including
ready
availability
starting
materials,
mild
reaction
conditions
without
use
additional
bases,
and
wide
range
substrates.
particular,
all
desired
products
can
be
easily
afforded
high
yields
(≤99%)
excellent
diastereoselectivities
(>20:1).
practicality
reliability
strategy
were
demonstrated
by
successful
scale-up
subsequent
straightforward
synthetic
transformations.
A
highly
practical
and
efficient
Cp*Co(
iii
)-catalyzed
regioselective
C–H
alkylation/alkenylation
of
anilides
with
maleimides
acrylates
was
developed,
during
which
a
weakly
coordinating
amide
group
functioned
as
the
directing
group.
Chinese Journal of Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 27, 2025
Comprehensive
Summary
Presented
herein
is
a
condition‐controlled
selective
synthesis
of
CF
3
‐chromene
and
‐benzofuran
based
on
the
reaction
N
‐phenoxyacetamide
‐ynone.
When
carried
out
in
MeOH
under
catalysis
Rh(III),
formed
via
C—H
metalation‐initiated
alkenylation,
acetamide
group
migration
intramolecular
oxo
‐nucleophilic
addition.
On
other
hand,
when
run
DMSO
promotion
CsOAc,
generated
aza
‐Michael
addition‐initiated
[3,3]‐σ
rearrangement,
addition
water
elimination.
To
our
knowledge,
this
first
report
construction
chromene
or
benzofuran
scaffold
along
with
introduction
unit
from
same
starting
materials.
The
methodology
was
scalable
products
could
be
readily
transformed
into
valuable
products.
Moreover,
thus
obtained
possess
decent
anticancer
activity.
ACS Omega,
Journal Year:
2023,
Volume and Issue:
8(28), P. 25262 - 25271
Published: July 5, 2023
We
have
developed
Cp*Co(III)-catalyzed
redox-neutral
synthesis
of
3,4-unsubstituted
isoquinoline
1(2H)-ones
at
ambient
temperature
using
N-chloroamides
as
a
starting
material.
The
reaction
utilizes
vinyl
acetate
an
inexpensive
and
benign
acetylene
surrogate.
N-Cl
bond
the
N-chlorobenzamides
plays
role
internal
oxidant
hence
precludes
need
for
external
oxidant.
works
with
wide
range
substrates
having
various
functional
groups
substrate
containing
heterocyclic
ring.
Notably,
is
extended
to
N-chloroacrylamides
in
which
vinylic
C-H
activation
occurs
furnish
2-pyridone
derivatives.
Preliminary
mechanistic
studies
were
also
conducted
shed
light
on
mechanism
this
reaction.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 13, 2024
In
this
work,
the
annulation
of
acyl
nitrene
with
alkynes
is
reported
under
photoredox/iron
dual-catalysis
for
synthesis
a
series
isoquninalin-2-ones.
The
reaction
featured
high
regioselectivity
and
good
generality.
particular,
resulting
isoquinalin-2-ones
could
be
structurally
elaborated
into
several
biologically
interesting
scaffolds.
Mechanism
investigation
suggests
that
was
ascribed
to
formal
[4
+
2]
cyclization.
It
believed
represents
an
initial
example
preparing
isoquinolin-1-ones
from
ferric
peroxyl-catalyzed
insertion.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(11), P. 7485 - 7494
Published: May 15, 2024
Benzoisoquinolones
are
aryl
ring
extended
isoquinolinone
derivatives,
which
constituents
of
alkaloid
natural
products.
This
report
describes
the
synthesis
novel
benzoisoquinolone
amino
acid/peptide
derivatives
from
respective
Organometallics,
Journal Year:
2024,
Volume and Issue:
43(17), P. 1837 - 1851
Published: Aug. 14, 2024
Despite
their
relevance
to
catalysis,
low-/subvalent
cobalt
complexes
are
difficult
synthesize
and
isolate.
Consequently,
very
few
"cobaltate"
known
there
is
a
lack
of
architectural
diversity
in
this
field.
Lewis
acidic
d0
group
IV
metals
have
been
demonstrated
stabilize
Co–I
centers
via
metal–metal
bonds.
Herein,
we
report
the
synthesis
bis(phosphinoamide)
heterobimetallic
MIV/Co–I
arene
(M
=
Zr,
Hf).
The
driving
force
maintain
aromaticity
arenes
dictates
hapticity
Co-bound
ligands
influences
binding
arrangement
phosphinoamide
ligands.
Benzene
toluene
were
observed
bind
η6
center,
forcing
dissociation
one
ligands,
whereas
η4-coordination
anthracene
allows
both
remain
bound
Co
center.
identity
metal
ion
starkly
influence
lability
arene.
For
instance,
benzene
ligand
ZrIV/Co–I
complex
rapidly
exchanges
with
C6D6
solution,
toluene/C6D6
exchange
much
slower
appreciable
C6H6/C6D6
not
for
Hf
analogue.
loses
upon
repeated
exposure
vacuum
form
an
arene-free
tetrametallic
dimer.