The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(5), С. 2703 - 2713
Опубликована: Фев. 17, 2023
In
this
paper,
a
series
of
novel
carbazolequinones
were
efficiently
obtained
by
B(C6F5)3-catalyzed
[4
+
2]
cyclization
reaction.
This
protocol
not
only
had
simple
operation,
broad
substrate
range,
and
high
atomic
economy,
but
also
low
catalyst
loading
avoided
using
metal
catalysts.
addition,
we
constructed
diverse
new
carbazole-fused
compounds
under
different
reduction
conditions.
The
results
photophysical
characterization
showed
that
the
structure
derivatives
significant
impact
on
fluorescence
properties.
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.
Green Chemistry,
Год журнала:
2022,
Номер
24(13), С. 5058 - 5063
Опубликована: Янв. 1, 2022
The
electrochemical
annulation
of
enaminones/analogous
enamines
and
thioureas
providing
2-aminothiazoles
has
been
realized.
Modulating
the
electrolyte
enables
diastereoselective
synthesis
4,5-dialkoxyl
thiazolines
by
dearomatization.
Chemical Communications,
Год журнала:
2023,
Номер
59(27), С. 4036 - 4039
Опубликована: Янв. 1, 2023
The
synthesis
of
N-naphthyl
pyrazoles
has
been
realized
by
the
direct
three-component
reactions
enaminones,
aryl
hydrazine
hydrochlorides
and
internal
alkynes
via
Rh(III)
catalysis.
synthetic
employing
simple
substrates
lead
to
simultaneous
construction
dual
cyclic
moieties,
including
a
pyrazole
ring
phenyl
ring,
sequential
formation
two
C-N
three
C-C
bonds.
Organic Letters,
Год журнала:
2023,
Номер
25(39), С. 7214 - 7219
Опубликована: Сен. 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,
Год журнала:
2023,
Номер
88(11), С. 7188 - 7198
Опубликована: Май 12, 2023
Rongalite
has
been
used
as
a
cheap
and
efficient
carbon
synthon
for
the
synthesis
of
divergent
N-heteroaromatics,
including
different
pyridines
quinolines.
The
selective
products
can
be
achieved
by
employing
enaminones
or
enaminones/anilines
reaction
partners.
In
addition,
compared
with
using
conventional
aldehyde
synthons,
rongalite
displays
an
evident
advantage
in
providing
considerably
higher
product
yields
under
milder
conditions.
GC-MS
analysis
process
performed
to
probe
possible
mechanism.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(7), С. 4833 - 4838
Опубликована: Март 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 Letters,
Год журнала:
2024,
Номер
26(31), С. 6602 - 6607
Опубликована: Июль 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 Chemistry Frontiers,
Год журнала:
2023,
Номер
10(22), С. 5660 - 5666
Опубликована: Янв. 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.
