ACS Omega,
Journal Year:
2023,
Volume and Issue:
9(1), P. 934 - 941
Published: Dec. 20, 2023
An
easy
and
simple
spiroannulation
of
the
Morita–Baylis–Hillman
adduct
isatin
derivatives
with
anthracene
was
achieved
in
moderate-to-good
yields
(37–75%).
The
spiroderivatives
synthesized
this
work
exhibited
green
fluorescence
properties.
reaction
occurred
metal-free
eco-friendly
K-10
clay-mediated
conditions.
final
products
have
multiple
structural
features
such
as
3-spirooxindole,
fluorophoric
anthracene,
phenanthracene,
phenalene,
perylene
cores.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(19), P. 4117 - 4121
Published: May 9, 2024
We
have
developed
an
efficient
protocol
for
the
synthesis
of
spiro[indoline-pyridine]dicarboxylates
and
substituted
alkylidene
oxindoles
through
[3
+
3]
cycloaddition
Michael
addition
individually
by
azomethine
ylides
various
MBH
carbonates
isatins.
The
selective
generation
cyclic
products
chain
was
achieved
changing
substituents
at
3-position
oxindoles.
features
this
method
include
convenient
catalysts,
mild
reaction
conditions,
broad
substrate
scopes.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(24), P. 17181 - 17196
Published: Nov. 28, 2023
A
convenient
synthetic
protocol
for
regioselective
and
diastereoselective
construction
of
complex
dispiro-indanone-fluorenone-oxindole
motifs
was
developed
by
the
base-promoted
annulation
reaction
bindone
MBH
carbonates
isatins
adjusting
conditions.
DABCO
promoted
in
DCM
at
room
temperature,
affording
dispiro[indene-2,4′-fluorene-1′,3″-indoline]
derivatives
good
yields
with
high
diastereoselectivity.
Triethylamine
two
molecular
1,3-indanediones
esters
ethanol
elevated
temperature
selectively
gave
dispiro[indene-2,4′-fluorene-3′,3″-indolines]
moderate
yields.
However,
triethylamine
excess
refluxing
ethanol,
Z-isomer
as
major
product
E-isomer
minor
product.
Beilstein Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
20, P. 1436 - 1443
Published: June 28, 2024
An
efficient
protocol
for
the
synthesis
of
polyfunctionalized
tetrahydrocyclopenta[4,5]pyrrolo[2,3-
b
]pyridine-3,4b,5,6,7(1
H
)-pentacarboxylates
was
developed
by
a
three-component
reaction.
In
absence
any
catalyst,
reaction
alkyl
isocyanides,
dialkyl
but-2-ynedioates
and
5,6-unsubstituted
1,4-dihydropyridines
in
refluxing
acetonitrile
afforded
high
yields
with
diastereoselectivity.
The
finished
situ
generation
activated
5-(alkylimino)cyclopenta-1,3-dienes
from
addition
isocyanide
to
two
molecules
sequential
formal
[3
+
2]
cycloaddition
1,4-dihydropyridine.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(15), P. 10854 - 10866
Published: July 12, 2024
A
convenient
synthetic
protocol
for
diverse
fused
chromenes
was
successfully
developed
by
a
three-component
reaction
of
alkyl
isocyanides,
dialkyl
but-2-ynedioates,
and
various
cyclic
1,3-dipolarophiles
containing
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(21), P. 15472 - 15489
Published: Oct. 15, 2024
We
have
developed
a
convenient
synthetic
protocol
for
efficient
construction
of
significant
dihydrobenzofuran
and
benzofuran
scaffolds
by
Lewis
base-mediated
annulation
reaction
ortho-iminophenols
ortho-vinylphenols
with
MBH
carbonates
isatins
under
mild
metal-free
conditions.
The
selective
generation
different
kinds
derivatives
was
successfully
achieved
employing
substituted
isatin-derived
ortho-N-tosyliminophenols
ortho-vinylphenols.
features
included
broad
substrate
scopes,
excellent
functional
group
compatibility,
high
molecular
diversity,
atomic
economy.
ChemistrySelect,
Journal Year:
2025,
Volume and Issue:
10(4)
Published: Jan. 1, 2025
Abstract
A
convenient
synthetic
protocol
for
novel
spiro[indoline‐3,2′‐pyrrolo[2,1‐
a
]isoquinoline]
and
spiro[indoline‐3,2′‐pyrrolo[1,2‐
]quinoline]
motifs
was
successfully
developed
by
three‐component
reaction
of
isoquinoline
(quinoline),
cyclohexyl
isocyanide,
isatylidene
malononitriles.
In
the
absence
any
catalyst,
isoquinoline,
malononitriles
in
refluxing
dichloromethane
gave
functionalized
]isoquinolines]
good
yields
with
high
diastereoselectivity.
However,
similar
quinoline
afforded
]quinolines]
about
2:1
Beilstein Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
21, P. 286 - 295
Published: Feb. 6, 2025
In
this
paper,
the
nucleophilic
substitution
reactions
of
various
N-
and
P-containing
nucleophiles
to
MBH
carbonates
isatins
were
investigated.
Diverse
functionalized
3-substituted
oxindole
derivatives
successfully
prepared
in
satisfactory
yields
with
high
diastereoselectivity.
addition,
base-promoted
dimerization
isatin
afforded
ethylene-bridged
bis(3-methylene)oxindole
nearly
4:1
diastereomeric
ratios.
The
relative
configurations
polycyclic
compounds
clearly
elucidated
by
determination
several
single
crystal
structures.
