Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(17), P. 1986 - 1992
Published: April 25, 2024
Comprehensive
Summary
The
rhodium‐catalyzed
C—H
bond
activation
and
cyclization
of
3‐oxopent‐4‐enenitriles
with
alkynes
proceed
efficiently.
Various
2
H
‐pyrans
multiple
substituents
are
achieved
in
good
yields
through
regioselective
formation
C—O
C—C
bonds.
Transformations
involving
hydroxy‐alkynoates
resulted
products
a
furo[3,4‐
b
]pyran
skeleton
via
further
intramolecular
ester
exchange
processes.
Different
from
the
traditional
“1‐oxatrienes
pathway”,
this
method
for
synthesis
useful
possesses
certain
highlights
terms
readily
available
substrates,
stable
easily
derivatized
products,
gentle
convenient
operation
process,
step
atom
economy.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(13), P. 8360 - 8368
Published: June 1, 2023
A
1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene
(4-CzIPN)-photocatalyzed
cascade
arylation/cyclization
reaction
of
2-isocyanobiaryls
and
iodonium
ylides
was
established
for
the
synthesis
6-arylated
phenanthridines.
This
is
first
example
employing
as
aryl
radical
sources
in
a
visible-light-induced
cyclization
reaction.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(27), P. 4850 - 4854
Published: June 7, 2022
A
novel
strategy
for
the
synthesis
of
imidazo-fused
polycyclic
compounds
under
mild,
base-free,
and
silver-free
conditions
by
a
rhodium(III)-catalyzed
C–H
annulation
alkenyl
or
arylimidazoles
(hetero)cyclic
1,3-dicarbonyl
is
reported
here.
Such
step-economic
protocol
features
selective
cleavage
two
different
bonds
in
one
step,
featuring
easy
operation,
readily
available
starting
materials,
gram-scale
synthesis,
broad
functional
group
tolerance,
no
requirement
to
presynthesize
carbene
precursors.
Notably,
synthetic
potential
showcased
structural
modification
drug
highly
Janus
kinase
inhibitor
only
three
steps
with
satisfactory
26%
total
yield
(previous
method:
nine
0.6%
yield).
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(12), P. 8142 - 8150
Published: June 8, 2022
The
rhodium(III)-catalyzed
C–H
activation
followed
by
intramolecular
annulation
reactions
between
arylhydrazines
and
iodonium
ylides
under
suitable
conditions
has
been
described.
Tetrahydrocarbazol-4-ones
are
readily
achieved
with
moderate
to
excellent
yields.
synthetic
protocol
features
a
wide
range
of
substrates
high
functional
group
tolerance.
gram-scale
reaction
derivatization
the
product
demonstrate
practicality
utilization
this
method.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(22), P. 4022 - 4027
Published: May 26, 2023
A
novel
Rh-catalyzed
cascade
reaction
of
pyridotriazoles
with
iodonium
ylides
is
reported.
This
one-pot
procedure
involves
a
triazole-directed
ortho-position
C–H
carbene
insertion,
followed
by
intramolecular
denitrogenation
annulation.
It
was
noteworthy
that
this
provided
straightforward
access
to
1H-isochromene
frameworks
excellent
yields
(up
94%
yield).
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 24, 2025
Herein,
we
report
a
novel
ligand-switchable
Pd-catalyzed
carbene
coupling
reaction
employing
vinylethylene
carbonates
and
sulfoxonium
ylides.
By
proper
choice
of
ligands,
the
chemoselectivity
process
could
be
efficiently
regulated,
allowing
for
availability
dihydrofuran
or
dienol
scaffolds.
This
method
features
mild
conditions,
broad
scope,
remarkable
synthetic
utility.
Compound
6f
can
effectively
stimulate
secretion
GLP-1,
providing
promising
insight
into
development
small-molecule
agonists
GLP-1
receptor.
Organic & Biomolecular Chemistry,
Journal Year:
2022,
Volume and Issue:
21(5), P. 879 - 909
Published: Dec. 6, 2022
Transition
metal-catalyzed
cross-coupling
of
sp2
C-H
bonds
with
diazo
compounds
via
carbene
migratory
insertion
represents
an
efficient
strategy
for
the
construction
C-C
and
C-heteroatom
in
organic
synthesis.
Despite
popularity
as
coupling
partners
activation,
they
pose
serious
safety
stability
issues
due
to
potential
exothermic
reactions
linked
release
N2
gas.
However,
compared
compounds,
sulfoxonium
ylides
are
generally
crystalline
solids,
more
stable,
widely
used
industrial
scales,
easier/safer
prepare.
Therefore,
recent
years
have
witnessed
upsurge
employing
α-carbonyl
alternative
surrogate
transition
activation.
Unlike
contain
inherent
serve
a
partner
well
weak
directing
group.
This
review
will
summarize
progress
made
both
categories
reactions.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(7), P. 1114 - 1119
Published: Feb. 15, 2023
Naphthoquinones
form
the
core
of
a
variety
drugs
and
natural
products.
As
result,
conjugation
1,4-naphthoquinones
with
organic
building
blocks
would
offer
facile
strategy
toward
scaffolds
biological
interest.
In
this
regard,
we
hereby
report
Ru(II)-catalyzed
[4
+
2]
annulation
benzoic
acids
to
afford
various
naphthoquinone
lactones.
Additionally,
ketone
directed
arylation
naphthoquinones
using
acetophenones
under
Ru(II)-catalysis
was
also
illustrated.
The
feedstock
availability
these
precursors
allowed
access
large
library
derivatives
in
good
excellent
yields
fairly
mild
conditions.
practicality
protocols
justified
by
carrying
out
gram
scale
synthesis
further
functionalizations.
Also,
preliminary
mechanistic
studies
were
carried
probe
reaction
mechanism.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(21), P. 14809 - 14818
Published: Oct. 26, 2022
A
one-pot
three-component
synthesis
of
multifunctionalized
isoquinolones
from
2-oxazolines,
iodonium
ylides,
and
carboxylic
acids
via
Rh(III)-catalyzed
oxazolinyl-directed
C-H
activation
tandem
annulation
under
redox-neutral
conditions
has
been
developed.
This
catalytic
system
is
characterized
by
readily
available
starting
materials,
a
wide
tolerance
functional
groups,
short
reaction
time,
high
yields.
The
synthetic
utility
the
cascade
was
further
demonstrated
gram-scale
derivatization
obtained
products.
