Chinese Journal of Chemistry,
Journal Year:
2018,
Volume and Issue:
36(12), P. 1182 - 1186
Published: Oct. 10, 2018
Abstract
A
well‐designed
three‐component
reaction
was
developed
to
construct
a
class
of
optically
active
carbazolespirooxindole‐urazoles
in
good
yields
with
excellent
stereoselectivities
via
tandem
Diels‐Alder
and
ene‐reaction.
The
driving
force
originating
from
aromatization
situ
generated
carbazolespirooxindole
the
high
reactivity
4‐phenyl‐3
H
‐1,2,4‐triazole‐3,5‐dione
facilitate
ene‐reaction
mild
conditions.
Control
experiments
indicated
that
most
likely
came
spatial
configuration
carbazolespirooxindole.
obtained
products
could
be
converted
other
synthetic
useful
structures
diverse
functionalization.
The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
86(13), P. 8726 - 8741
Published: June 11, 2021
In
the
presence
of
copper
sulfate,
three-component
reaction
aromatic
aldehydes,
ethylindole-3-acetate
and
4-arylidene-5-methyl-2-phenylpyrazol-3-ones,
in
refluxing
toluene
afforded
spiro[carbazole-3,4′-pyrazoles]
good
yields
with
high
diastereoselectivity.
More
importantly,
similar
CuSO4
promoted
four-component
two
molecular
aldehydes
5-methyl-2-phenyl-pyrazol-3-one
resulted
2,4-diarylspiro[carbazole-3,4′-pyrazoles]
satisfactory
yields.
Additionally,
2-phenylthiazol-4-one,
gave
2,4-diarylspiro[carbazole-3,4′-thiazoles]
diastereomeric
ratios
range
3:1
to
20:1.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(5), P. 1775 - 1781
Published: Feb. 12, 2021
The
first
example
of
metal-free-catalyzed
multicomponent
annulation
reaction
[60]fullerene
has
been
developed
for
concise
and
efficient
construction
novel
[60]fullerene-fused
1,2-tetrahydrocarbazoles.
Using
inexpensive
readily
available
I2
as
a
catalyst,
[60]fullerene,
ketones,
indoles
undergo
formal
[2+2+2]
process
to
conveniently
assemble
diverse
Mechanistic
studies
indicate
that
this
proceeds
through
I2-promoted
generation
3-vinylindole
structure
with
the
characteristics
conjugated
diene
followed
by
cycloaddition
[60]fullerene.
Advanced Synthesis & Catalysis,
Journal Year:
2020,
Volume and Issue:
362(16), P. 3416 - 3422
Published: July 3, 2020
Abstract
Tunable
catalytic
annulation
reactions
of
β
alkynyl
ketones
with
indoles
have
been
developed,
enabling
multiple
chemical
bond‐forming
events
to
selectively
access
skeletally
diverse
indole‐containing
heterocycles
generally
good
yields.
Silver‐catalyzed
intermolecular
benzannulation
reaction
‐alkynyl
afforded
tetracyclic
benzo[
b
]carbazoles
whereas
isochromen‐1‐yl‐substituted
could
be
obtained
using
the
same
silver
catalysis
by
lowering
temperature
(0
°C
or
rt).
Interestingly,
Sc(OTf)
3
and
AgOTf
as
a
combined
system
led
formation
C3‐naphthylated
via
intramolecular
reaction.
magnified
image
Organic & Biomolecular Chemistry,
Journal Year:
2021,
Volume and Issue:
19(28), P. 6322 - 6327
Published: Jan. 1, 2021
Functionalized
spiro[carbazole-3,5′-pyrimidines]
and
spiro[carbazole-3,1′-cyclohexanes]
were
efficiently
synthesized
with
high
diastereoselectivity
by
CuSO4
catalyzed
multicomponent
reaction.
Chinese Journal of Chemistry,
Journal Year:
2018,
Volume and Issue:
36(12), P. 1182 - 1186
Published: Oct. 10, 2018
Abstract
A
well‐designed
three‐component
reaction
was
developed
to
construct
a
class
of
optically
active
carbazolespirooxindole‐urazoles
in
good
yields
with
excellent
stereoselectivities
via
tandem
Diels‐Alder
and
ene‐reaction.
The
driving
force
originating
from
aromatization
situ
generated
carbazolespirooxindole
the
high
reactivity
4‐phenyl‐3
H
‐1,2,4‐triazole‐3,5‐dione
facilitate
ene‐reaction
mild
conditions.
Control
experiments
indicated
that
most
likely
came
spatial
configuration
carbazolespirooxindole.
obtained
products
could
be
converted
other
synthetic
useful
structures
diverse
functionalization.
