European Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
2022(19)
Published: April 21, 2022
Abstract
A
rhodium‐catalyzed
C−H
activation/annulation
of
N
‐aryl‐pyrazolidinones
with
vinylene
carbonate
was
developed.
The
utilization
as
the
acetylene
surrogate
furnished
successful
construction
non‐substituted
5,6‐pyrazolo[1,2‐
a
]cinnoline
derivatives,
which
are
difficult
to
synthesize
through
other
procedures.
In
this
work,
series
variously
substituted
pyrazolo[1,2‐
]cinnolines
were
obtained
in
yields
up
98
%
broad
substrate
scope
and
excellent
selectivity.
Moreover,
external
oxidants
not
required
protocol
H
2
O
CO
clean
by‐products.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(9), P. 1457 - 1464
Published: April 14, 2023
Abstract
In
this
study,
Rh(III)‐catalyzed
C−H
bifunctionalization
and
direct
vinylene
annulation
of
sulfoxonium
ylides
N
‐carbamoylindoles
with
carbonate
was
accomplished,
which
afforded
a
series
naphthalenones
containing
β‐ketosulfoxonium
ylide
moiety,
isocoumarins,
pyrimidones.
This
protocol
featured
mild
conditions,
broad
substrate
scope,
functional‐groups
compatibility.
addition,
related
applications
preliminary
mechanistic
exploratory
were
also
investigated
magnified
image
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(31), P. 6602 - 6607
Published: July 30, 2024
Presented
herein
is
a
novel
synthesis
of
indenone-fused
pyran
derivatives
via
the
cascade
reactions
aryl
enaminones
with
cyclopropenones.
The
formation
products
involves
one-pot
procedure
consisting
C–H
bond
and
enamine
functionalization
along
C–C
cleavage
cyclopropenone
1,3-rearrangement
in
situ-formed
allylic
alcohol
moiety
followed
by
intramolecular
O-nucleophilic
addition
Me2NH
elimination.
To
our
knowledge,
this
first
simultaneous
both
indenone
scaffolds
through
concurrent
unsymmetrical
relay
activation
double
C–C/C–O
formation.
Moreover,
usefulness
method
further
showcased
its
suitability
for
large-scale
synthetic
scenarios
diverse
transformations
products.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
26(1), P. 142 - 147
Published: Dec. 18, 2023
An
unprecedented
strategy
for
Rh-catalyzed
C–H
activation/C═C
bond
cleavage
of
enaminones
is
described
the
construction
biologically
interesting
aza-spiro
α-tetralones
and
benzo[e]isoindoles.
This
protocol
provides
diversely
functionalized
benzo[e]isoindoles
in
good
yields
via
a
[4
+
2]
annulation
exomaleimides
maleimides.
displays
substrate
scope,
outstanding
functional
group
tolerance,
excellent
regioselectivity.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(11), P. 4282 - 4291
Published: Jan. 1, 2023
The
chemical
upcycling
of
poly(bisphenol
A
carbonate)
was
carried
out
through
organocatalysis
using
α-hydroxyketones
as
nucleophiles,
leading
to
valuable
vinylene
carbonates.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(20), P. 3400 - 3412
Published: Sept. 6, 2023
Abstract
Recently,
vinylene
carbonate
has
been
developed
as
a
powerful
synthon
in
transition
metal‐catalyzed
C−H
bond
activation/cyclization
reactions.
This
review
introduces
recent
progress
the
use
of
reactant,
by
analyzing
and
comparing
reaction
models
involving
surrogate
ethynol,
acetylene,
acetylation
reagents
or
other
reactants,
while
addressing
related
mechanisms
synthetic
applications.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(26), P. 3571 - 3574
Published: Jan. 1, 2024
Herein,
a
novel
Pd-catalyzed
denitrogenation/vinylation
of
benzotriazinones
using
vinylene
carbonate
as
the
vinylation
reagent
is
reported.
This
transformation
demonstrates
an
unprecedented
skeletal
editing
approach,
effectively
converting
NN
to
CC
fragments
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 27, 2025
By
means
of
simple
Rh
catalysis,
the
direct
activation
ortho-C-H
bond
in
aryl
enaminones
has
been
realized
with
enaminone
structure
as
a
traceless
directing
fragment.
The
products
resulting
from
C-H
alkenylation
and
further
annulation
via
intramolecular
addition
could
be
accessed
depending
upon
alkenes.
annulated
used
for
easy
synthesis
valuable
2-aza-fluorenones
one-pot
operation
by
employing
NH4OAc.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 19, 2025
Cascade
annulation
reactions
can
assemble
structurally
intricate
polycyclic
molecules
from
simple
starting
materials
with
enhanced
efficiency
and
minimized
production
of
waste.
Presented
herein
is
a
concise
effective
synthesis
benzoisochromene
derivatives
based
on
C-H
activation-initiated
cascade
formal
[4+2]/[2+4]
aryl
enaminone
vinyl-1,3-dioxolan-2-one.
In
constructing
the
six-membered
carbocycle,
acted
as
C4
synthon
while
vinyl-1,3-dioxolan-2-one
C2
synthon.
O-heterocycle,
other
hand,
former
latter
C3O1
To
our
knowledge,
this
first
simultaneous
construction
both
carbocycle
an
O-heterocycle
via
concurrent
C-H/C-N/C-O
bond
cleavage
C-C/C-C/C-O
formation.
general,
novel
protocol
features
use
readily
obtainable
substrates
broad
scope,
excellent
atom-
step-economy,
intriguing
reaction
pathway,
valuable
products.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(19), P. 4139 - 4144
Published: July 2, 2024
Abstract
A
copper‐catalyzed
annulation
of
enaminones
with
maleimides
was
developed
to
synthesize
various
pyrrolo[3,4‐e]isoindoles.
In
this
strategy,
2‐aminopyridine
served
as
a
traceless
directing
group,
and
target
products
were
obtained
in
54–72%
yields.
Moreover,
plausible
mechanism
for
reaction
proposed
based
on
several
control
experiments,
deuterium
exchange
previous
reports.
