The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(22), P. 16809 - 16827
Published: Nov. 1, 2024
A
photocatalytic
three-component
cascade
reaction
of
readily
available
enaminones,
hydrazines,
and
CBr4
for
the
synthesis
bromo-substituted
pyrazoles
in
one
pot
has
been
demonstrated.
This
strategy
involves
intermolecular
C-N/C-Br
bond
formation
represents
an
efficient
approach
to
construction
4-bromo-substituted
with
high
regioselectivity,
broad
substrate
scope,
good
functional
group
tolerance,
convenient
operation,
mild
conditions.
Mechanistic
investigations
show
that
this
proceeds
via
cyclization
enaminones
followed
by
a
regioselective
bromination
using
as
"Br"
source.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(40), P. 7298 - 7303
Published: Oct. 3, 2023
An
unprecedented
protocol
for
a
Rh(III)-catalyzed
[3
+
2]
annulation
from
simple
and
readily
available
enaminones
iodonium
ylides
has
been
developed.
The
novel
strategy
allows
access
to
new
class
of
structurally
diverse
tetrahydro-indolones
with
high
efficiency
broad
substrate
scope.
In
addition,
this
transformation
represents
the
first
example
selective
alkenyl
C–H
bond
functionalization
enaminones.
Finally,
potential
applications
are
demonstrated
through
gram-scale
reaction
late-stage
modification.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(39), P. 7214 - 7219
Published: Sept. 26, 2023
A
novel
Rh(III)-catalyzed
cascade
alkenyl
C-H
activation/[3
+
2]
annulation/pinacol
rearrangement
reaction
of
enaminones
with
iodonium
ylides
has
been
developed.
This
methodology
provides
a
new
and
straightforward
synthetic
strategy
to
afford
highly
functionalized
2-spirocyclo-pyrrol-3-ones
in
satisfactory
yield
from
readily
available
starting
materials
under
mild
conditions.
Moreover,
gram-scale
reactions
further
derivatization
experiments
are
implemented
demonstrate
the
potential
utility
this
developed
approach.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(4), P. 2505 - 2515
Published: Feb. 5, 2024
A
novel
iodine-promoted
difunctionalization
of
α-C
sites
in
enaminones
was
demonstrated
as
a
means
synthesizing
variety
fully
substituted
thiazoles
by
constructing
C–C(CO),
C–S,
and
C–N
bonds.
This
transformation
allows
the
realization
unusual
aryl
C2
synthons
simultaneously
thioylation
dicarbonylation
sites.
preliminary
mechanistic
study
performed
indicated
that
cleavage
C═C
bonds
involves
bicyclization/ring-opening
oxidative
coupling
sequence.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 5, 2025
A
flexible,
regioselective,
benzannulation
strategy
toward
multifunctional
carbazoles
from
2-(2-oxo-2-arylethyl)indole-3-carbaldehydes,
employing
either
ynones
or
alkynoates
as
reaction
partners,
has
been
envisaged
and
implemented.
This
enabling
access
to
variegated
in
one-flask
operation
leads
strategic
substituent
diversification
via
partner
variation.
The
efficacy
applications
of
this
methodology
are
demonstrated
through
23
examples
concise
syntheses
bioactive
clauolenzole
A,
calothrixin
&
B,
methyl
carbazole-3-carboxylate,
pharmacophoric
quinocarbazole.
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.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
26(1), P. 46 - 50
Published: Dec. 27, 2023
By
employing
enaminones
and
thiuram
disulfides
as
starting
materials,
the
frontiers
of
Newman–Kwart
rearrangement
have
been
expanded
to
alkenyl
system
for
first
time.
In
addition,
instead
leading
formation
simple
carbamothioates,
has
led
unprecedented
construction
S-heteroaryls.
Depending
on
differences
in
enaminone
structure,
efficient
synthesis
functionalized
isothiazoles
thiophenes
achieved.
Pyrazole
moiety
is
considered
as
an
important
N-heterocycle
in
pharmaceuticals
and
many
other
functional
molecules.
The
utilization
of
multicomponent
reaction
a
major
tool
the
current
approaches
pyrazole
synthesis.
Considering
power
significance
synthesis,
we
review
herein
latest
developments
this
field.
According
to
typical
features,
contents
are
divided
into
reactions
with
different
NN
fragment
sources,
such
hydrazine,
hydrazone,
amidine,
nitrile,
diazo
compounds,
ring
construction,
covering
works
published
since
2019
date.
