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.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(7), P. 4833 - 4838
Published: March 22, 2023
A
facile
and
practical
method
for
the
synthesis
of
fused
tricyclic
pyrazolo[5,1-a]isoquinolines
has
been
realized
via
reactions
enaminones,
hydrazine
hydrochloride,
internal
alkynes.
By
means
Rh
catalysis,
extraordinary
high-order
bond
functionalization,
including
transformation
aryl
C–H,
ketone
C═O,
alkenyl
C–N
bonds
in
marks
major
feature
cascade
reactions.
The
results
disclose
individual
advantage
enaminones
design
novel
efficient
synthetic
methods.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(22), P. 5660 - 5666
Published: Jan. 1, 2023
Highly
functionalized
3a,7a-dihydroxy
hexahydro-4
H
-indol-4-ones
were
efficiently
synthesized
via
a
Ru(
iii
)-catalyzed
alkenyl
C(sp
2
)–H
bond
functionalization/[3
+
2]
annulation
reaction
between
readily
available
enaminones
and
iodonium
ylides.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(8), P. 1744 - 1750
Published: Feb. 22, 2024
Abstract
The
transmetalation
triggered
rhodium‐catalyzed
C−H
bond
activation
and
tandem
annulation
of
2‐biphenylboronic
acids
with
sulfoxonium
ylides
or
iodonium
has
been
developed.
Various
products
phenanthrenes
were
constructed
under
redox‐neutral
conditions
in
34–86%
yields.
Several
mechanism
exploration
experiments
derivatization
reactions
conducted
sequence
to
gain
a
deeper
understanding
the
process
potential
this
transformation.
It
offers
an
alternative
approach
for
synthesis
phenanthrene
derivatives.
Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(97), P. 13483 - 13486
Published: Jan. 1, 2022
A
straightforward
approach
to
synthesise
isocoumarins
via
Rh(III)-catalyzed
C-H/C-C
bond
activation/annulation
cascade
of
enaminones
and
iodonium
ylides
has
been
explored.
The
established
protocol
is
characterized
by
an
exceedingly
simple
reaction
system,
high
regioselectivity
good
functional
group
tolerance.
Moreover,
this
strategy
may
provide
a
new
route
cleavage
the
C(sp2)-C(O)
unstrained
ketones.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(11), P. 1770 - 1776
Published: March 21, 2023
Abstract
Rh‐catalyzed
C−H
activation
of
arenes
for
oxidative
annulations
with
alkynes
stands
out
as
a
protocol
polycyclic
scaffolds.
This
perspective
drives
us
to
disclose
herein
rhodium
catalyzed
regioselective
triple
annulation
enaminones
hydroxyl‐alkynoates
via
double
functionalization
naphtho‐pyran
Secondary
coordination
OH
in
alkynoate
dictated
the
regioselectivity.
Initial
lactonization
occurred
chemoselectively
on
enamine
part
carbo
rhodation
followed
by
reductive
elimination.
was
scalable
and
has
shown
high
functionality
tolerance.
KIE
studies
were
done
get
insight
mechanism,
some
downstream
transformations
achieved
show
synthetic
potential
method.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(22), P. 5717 - 5734
Published: Jan. 1, 2023
Vinylene
carbonate
(VC)
has
emerged
as
a
promising
coupling
partner
to
participate
in
various
attractive
C–H
conversions
and
implement
an
increasing
number
of
novel
reactions.
In
this
review,
we
provide
summary
the
advancements
achieved
metal-catalyzed
functionalization
using
VC.