RSC Advances,
Journal Year:
2024,
Volume and Issue:
14(7), P. 4804 - 4809
Published: Jan. 1, 2024
The
step-economical
synthesis
of
C2,
C3-unsubstituted
1-aminoindole
derivatives
through
rhodium-catalyzed
annulation
hydrazines
with
vinylene
carbonate.
ACS Catalysis,
Journal Year:
2020,
Volume and Issue:
10(17), P. 9747 - 9757
Published: Aug. 3, 2020
Transition-metal-catalyzed
C–H
activation
followed
by
oxidative
cyclization
with
unsaturated
coupling
partners
has
been
a
valuable
synthetic
tool
for
the
multiring
molecular
scaffolds.
This
Perspective
introduces
recent
progress
on
Cp*M-catalyzed
(M
=
Co,
Rh,
and
Ir)
direct
annulation
of
functionalized
arenes
terminal
alkynes
their
equivalents
through
bond
cleavage.
The
highlighted
examples
are
categorized
according
to
10
different
types
reagents
used
in
transformations.
representative
conditions,
selected
reaction
scope,
key
mechanistic
aspects
briefly
summarized.
Organic & Biomolecular Chemistry,
Journal Year:
2021,
Volume and Issue:
19(7), P. 1438 - 1458
Published: Jan. 1, 2021
The
review
highlighted
diverse
annulations,
including
nitrogen,
oxygen,
sulfur
heterocycles
and
carbocylizations
via
Rh(iii)/Ir(iii)-catalyzed
C–H
functionalization/annulation
with
various
arene
carbene
precursors.
Asian Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
11(4)
Published: March 23, 2022
Abstract
In
recent
years,
the
transition‐metal‐catalyzed
functionalization
reactions
of
sulfoxonium
ylides
have
been
explored
extensively
because
their
usefulness
as
carbene‐transfer
agents,
since
they
can
produce
metal
carbenes
through
catalysis.
Moreover,
are
safer
and
advantages
simple
handling
good
stability
over
other
counterparts
like
diazo‐compounds.
This
review
article
attempts
to
highlight
advances
in
metal‐catalyzed
C−H
ylides.
Organic Letters,
Journal Year:
2020,
Volume and Issue:
22(4), P. 1375 - 1379
Published: Feb. 3, 2020
The
synthesis
of
indanone
derivatives
by
the
Rh(III)-catalyzed
reaction
α-carbonyl
sulfoxonium
ylides
with
activated
alkenes
is
reported.
shows
a
high
tolerance
for
functional
groups
and
furnishes
variety
substituted
via
formal
[4
+
1]
cycloaddition.
Highly
stable
were
used
as
substrates
in
this
C-H
functionalization,
their
bifunctional
character
could
be
effectively
exploited
using
Rh(III)
catalysis
sequential
double
C-C
bond
formation.
Based
on
mechanistic
studies
including
deuterium-labeling
experiments,
proposed
to
proceed
follows:
oxidative
alkenylation
β-hydride
elimination,
readdition
H-Rh
species,
1,2-carbon
shift
elimination
DMSO,
protonation.
The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
87(2), P. 1124 - 1132
Published: Dec. 29, 2021
An
efficient
and
practical
strategy
was
developed
to
synthesize
1,3,4-triaryl-6-trifluoromethylpyridones
from
CF3-imidoyl
sulfoxonium
ylides
cyclopropenones
in
good
excellent
yields.
This
stepwise
[3
+
3]
annulation
reaction
carried
out
under
transition-metal-,
additive-,
solvent-free
conditions,
generating
1
equiv
of
dimethyl
sulfoxide
as
byproduct
tolerating
a
series
functional
groups.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(11), P. 3234 - 3241
Published: Jan. 1, 2024
Herein,
we
present
a
cascade
O–H
double
insertion
reaction
between
I
(III)
/S
(VI)
-ylides,
carboxylic
acids,
and
alcohols
under
metal-free
conditions,
enabling
the
modular
synthesis
of
unsymmetrical
α,α-
O
,
-substituted
ketones.
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.
The Journal of Organic Chemistry,
Journal Year:
2019,
Volume and Issue:
84(20), P. 13013 - 13021
Published: Aug. 22, 2019
A
rhodium-catalyzed
redox-neutral
reaction
of
arylhydrazines
with
sulfoxonium
ylides
to
construct
2-arylindole
derivatives
in
one
pot
has
been
developed.
The
transformation
proceeds
efficiently
under
mild
conditions
and
involves
tandem
C–H
activation
an
intramolecular
dehydration
annulation
sequence,
providing
a
straightforward
pathway
access
pharmaceutically
biologically
valuable
1-aminoindole
derivatives.
