Polycyclic aromatic compounds,
Journal Year:
2022,
Volume and Issue:
43(8), P. 6898 - 6910
Published: Sept. 30, 2022
A
Solvent-free
microwave-assisted
green
approach
has
been
presented
the
synthesis
of
dispiropyrrolidineoxindole
compounds
with
regio-
and
stereoselectivity
excellent
yields
in
short
reaction
times.
comparative
study
derivatives
by
conventional
heating
microwave
condition
described
cycloaddition
azomethine
ylides
generated
from
sarcosine
isatin
dipolarophile
aurones.
Molecular
docking
studies
were
carried
out
to
explore
synthesized
bispirooxindoles
as
inhibitors
CDK5.
One
these
exhibited
binding
affinity
for
cyclin
dependent
kinases
(CDK5).
Also,
structures
established
spectroscopic
techniques
well
single
crystal
X-ray
analysis.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(10), P. 6730 - 6741
Published: May 12, 2022
Multicomponent
synthesis
of
biologically
relevant
S-benzyl
dithiocarbamates
from
para-quinone
methides,
amines,
and
carbon
disulfide
are
described
under
catalyst
additive-free
conditions.
The
reactions
proceeded
at
room
temperature
in
a
short
span
time
with
excellent
yields.
One
the
synthesized
compounds,
3e
showed
considerable
acetylcholinesterase
(AChE)
inhibitory
(51.70
+
5.63%
20
μm)
antioxidant
(63.52
±
1.15
activities.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(7), P. 1373 - 1378
Published: Jan. 1, 2023
A
formal
[4
+
2]
cycloaddition
of
3-nitroindoles
with
ortho-aminophenyl
p-quinone
methides
via
a
dearomatization
process
was
developed.
This
method
provides
facile
approach
for
preparing
tetrahydro-5H-indolo[2,3-b]quinolones
good
results.
With
the
bifunctional
Cinchona
alkaloid-squaramide
as
catalyst,
asymmetric
version
reaction
successfully
afforded
corresponding
chiral
products
moderate
to
enantioselectivities.
work
represents
first
dearomative
electron-deficient
heteroarenes
triggered
by
aza-Michael
addition
from
p-QMs.
A
facile
one-pot
synthesis
of
oxygen-
and
nitrogen-containing
benzoheterocycles
has
been
achieved
through
[4
+
1]
annulation
para
-quinone
methides,
followed
by
an
oxidation/elimination
sequence.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(42), P. 7727 - 7731
Published: Oct. 17, 2022
The
asymmetric
catalytic
[4
+
2]
cycloannulation
of
ortho-aminophenyl
p-QMs
with
different
types
alkenes
for
the
construction
tetrahydroquinolines
containing
three
contiguous
stereogenic
centers
was
developed.
This
is
first
example
p-QMs.
reaction
exhibits
excellent
functional
group
tolerance.
Excellent
yields,
exclusive
diastereoselectivities,
and
high
enantioselectivities
were
obtained
in
this
efficient
organocatalytic
reaction.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(19), P. 5443 - 5453
Published: Jan. 1, 2024
A
concise
construction
of
spiro[indoline-3,2′-pyrrol]-2-one
skeletons
is
reported.
This
reaction
proceeded
through
a
palladium-catalyzed
decarboxylative
allylic
alkylation
followed
by
DBU-mediated
intramolecular
cyclization.
Organic Chemistry Frontiers,
Journal Year:
2022,
Volume and Issue:
9(14), P. 3697 - 3708
Published: Jan. 1, 2022
A
novel
tandem
1,6-addition/cyclopropanation/rearrangement
reaction
of
vinylogous
para
-quinone
methides
with
3-chlorooxindoles
has
been
developed,
providing
dispirooxindole–cyclopentane–cyclohexadienones
vicinal
quaternary
carbon
centers.
Asian Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
11(8)
Published: July 2, 2022
Abstract
A
facile
and
efficient
method
for
the
synthesis
of
α
‐diarylmethyl
substituted
phenols
from
para
‐quinone
methides
(
p
‐QMs)
with
has
been
developed
by
using
phosphoric
acid
as
catalyst
water
green
solvent
under
mild
conditions.
In
addition,
when
TEMPO
was
added
an
additive
reaction,
diaryl‐substituted
could
be
generated
target
product.
The
reactions
show
high
functional
group
tolerance,
good
to
excellent
yields
unique
selectivity,
a
broad
range
motif
containing
phenol(s)
quinones
prepared
through
divergent
methods.
Furthermore,
series
control
experiments
were
performed
gain
insights
plausible
mechanisms.
These
protocols
have
atomic
economy,
may
significant
implications
construction
C(
sp
3
)−C(
2
)
bonds
in
organic
synthesis.
Herein,
we
have
disclosed
a
rare
example
of
an
intramolecular
doubly
vinylogous
Michael
addition
(DVMA).
The
reaction
design
exploits
the
innate
reactivity
ortho-heteroatom
substituted
para-quinone
methide
(p-QM)
derivatives.
sequential
p-QMs
and
activated
allyl
halides
proceeds
through
heteroatom-allylation,
DVMA
oxidation
to
furnish
diverse
range
2-alkenyl
benzofuran
indole
derivatives
in
high
yields.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(23), P. 16196 - 16215
Published: Nov. 13, 2023
A
simple
and
efficient
method
for
the
ruthenium-catalyzed
1,6-hydroalkylation
of
para-quinone
methides
(p-QMs)
with
ketones
via
in
situ
activation
C(sp3)-H
bonds
has
been
disclosed.
Without
need
preactivation
substrates
oxidant,
a
broad
range
p-QMs
are
well
tolerated,
producing
expected
products
moderate
to
good
yields.
Step-by-step
control
experiments
DFT
calculation
were
conducted
systematically
gain
insights
plausible
reaction
mechanism.
This
finding
may
have
potential
application
selective
diarylmethylation
at
α-C
position
organic
synthesis.
