Asian Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: June 28, 2024
Abstract
In
the
present
study
we
have
disclosed
here
that
ZnO
nanorod
(ZnO‐NR)
can
effectively
be
used
as
a
catalyst
for
various
C−C
bond
formation
reactions,
i.
e.
allylation,
well
one‐pot
three
components
conjugate
addition
and
Knoevenagel‐allylation
of
isatins.
The
corresponding
products
were
obtained
with
good
to
excellent
yields
under
solvent‐free
conditions
in
most
cases
at
RT.
was
successfully
recycled
up
five
cycles
allylation
reaction
one
pot
isatin.
X‐ray
diffraction
(XRD),
scanning
electron
microscopy
(SEM),
transmission
(TEM)
characterize
structure
morphology
catalyst.
Chinese Journal of Chemistry,
Journal Year:
2022,
Volume and Issue:
41(1), P. 27 - 36
Published: Sept. 16, 2022
Comprehensive
Summary
A
new
class
of
m
‐hydroxybenzyl
alcohols
has
been
designed
as
competent
three‐carbon
building
blocks
and
achieved
their
application
in
2‐indolylmethanol‐involved
regioselective
(3
+
3)
cycloadditions
under
the
catalysis
Brønsted
acids.
By
this
appoach,
a
series
indole‐fused
six‐membered
cycloadducts
have
synthesized
overall
good
yields
(up
to
98%)
with
excellent
regioselectivity
(all
>95:
5
rr),
thus
affording
powerful
method
for
construction
rings.
Moreover,
catalytic
asymmetric
version
cycloaddition
preliminarily
investigated,
which
revealed
potential
reaction
constructing
chiral
rings
an
enantioselective
manner.
This
work
not
only
accomplished
first
design
reactants,
but
also
represents
cycloadditions.
In
addition,
provides
example
C3‐nucleophilic
2‐indolylmethanols,
will
substantially
enrich
chemistry
2‐indolylmethanols.
Asian Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
12(3)
Published: Jan. 30, 2023
Abstract
The
[1,2]‐phospha‐Brook
rearrangement
involves
the
migration
of
dialkoxyphosphoryl
moiety
alkoxide
an
α‐hydroxyphosphonate
from
carbon
to
oxygen
generate
α‐oxygenated
carbanion.
that
is
precursor
for
easily
accessible
by
deprotonation
α‐hydroxyphosphonates
or
addition
anion
secondary
phosphites
carbonyl
compounds
under
influence
a
Brønsted
base.
This
review
article
summarized
recent
development
base‐catalyzed
reactions
in
which
utilized
generation
carbon‐based
anionic
nucleophiles.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(13), P. 9332 - 9342
Published: June 22, 2023
Pudovik
addition/[1,2]-phospha-Brook
rearrangement
as
an
efficient
tool
for
generation
of
anionic
nucleophiles
is
attractive
strategy
the
construction
C–C
bonds
in
organic
synthesis.
Herein,
we
report
organocatalytic
1,6-conjugate
addition
para-quinone
methides
utilizing
rearrangement.
Chiral
guanidine–sulfonamide
catalyzed
three-component
reaction
efficiently,
providing
biologically
active
oxindole/biaryl/phosphorus-based
structures
high
yields
with
excellent
diastereo-
and
enantioselectivities.
A
possible
bifunctional
catalytic
mode
was
proposed
to
elucidate
chiral
control
this
process.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(15), P. 10325 - 10338
Published: July 17, 2023
[1,2]-Phospha-Brook
rearrangement
entails
the
generation
of
α-oxygenated
carbanions
via
umpolung
process.
Recently,
these
anionic
species
have
been
widely
utilized
for
several
C–C
bond
forming
strategies,
providing
various
useful
frameworks
that
are
difficult
to
access
through
conventional
approaches.
However,
application
this
powerful
methodology
in
development
chiral
strategies
is
still
at
nascent
stage
due
challenges
involved
controlling
chemoselectivity
and
enantioselectivity.
This
synopsis
provides
a
detailed
summary
diastereo-
and/or
enantioselective
chemical
transformations
using
[1,2]-phospha-Brook
rearrangement.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(34), P. 6262 - 6266
Published: Aug. 21, 2023
The
multicomponent
catalytic
asymmetric
Pudovik
addition/[1,2]-phospha-Brook
rearrangement/Michael
reaction
sequence
of
isatins,
phosphites,
and
4-oxobutenoates
was
realized.
A
series
oxindole
derivatives
containing
two
contiguous
stereocenters
obtained
in
high
yields
excellent
stereoselectivities
(up
to
>99%
yield,
>95:5
dr,
ee)
using
a
chiral
Lewis
acid
catalyst.
possible
model
is
presented
illustrate
the
stereocontrol.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(5), P. 2784 - 2791
Published: Feb. 15, 2023
We
report
a
photocatalytic
approach
for
the
installation
of
amide
moiety
onto
para-quinone
methides.
This
transformation
features
net
reductive
generation
carbamoyl
radicals
from
amide-substituted
Hantzsch
ester
derivatives
under
transition
metal-free
conditions.
protocol
exhibits
wide
scope
and
allows
access
to
diarylacetamides
employing
C-C
bond
formation
approach.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(9), P. 2003 - 2007
Published: March 12, 2024
Abstract
A
DBU‐promoted
[3+2]
cyclization/retro‐Mannich
cascade
reaction
of
N
‐aminoisoquinolinium
and
‐aminoquinolinium
derivatives
with
para
‐quinone
methides
has
been
established,
employing
a
C=C
double
bond
cleavage.
broad
range
salts,
are
well
tolerated,
providing
the
corresponding
rearrangement
products.
Moreover,
scaled‐up
reactions
diverse
derivatizations
products
were
also
investigated
discussed.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(19), P. 14177 - 14182
Published: Sept. 18, 2024
An
approach
involving
the
use
of
a
bifunctional
aminocatalyst
containing
Brønsted
base
and
iminium
activation
sites
for
asymmetric
multicomponent
reactions
[1,2]-phospha-Brook
rearrangement
has
yet
to
be
realized.
Herein,
we
present
an
aminocatalytic
enantioselective
conjugate
addition
α-phosphonyloxy
enolates
formed
The Chemical Record,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 21, 2025
Abstract
α
‐Ketoamides
are
privileged
chemical
entities
featuring
a
carbonyl
group
bonded
to
an
amide.
Bearing
two
pronucleophilic
and
proelectrophilic
sites,
this
structural
scaffold
exhibits
distinct
properties
unparalleled
biological
activity.
Owing
its
wide
application
in
medicinal,
agricultural,
synthetic
chemistry,
methods
for
assembling
moiety
ever‐growing
demand.
With
the
increasing
focus
on
green
synthesis,
traditional
routes
‐ketoamides
have
faded
recent
years
giving
rise
development
of
photocatalytic,
electrosynthetic,
microwave‐assisted
catalytic
protocols.
We
hereby
provide
comprehensive
critical
summary
all
advancements
witnessed
field
from
2016
present.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(24), P. 16313 - 16327
Published: Dec. 2, 2022
A
Lewis
acid-mediated
one-carbon
homologation
approach
to
installing
a
2-quinolinone
core
embedded
with
para-quinone
methides,
in
high
yield
of
up
92%,
and
regioselectivity
has
been
developed.
Also,
post-synthetic
modifications,
including
C–P,
C–S,
C–C
bond
formations,
have
demonstrated
by
the
1,6-addition
suitable
nucleophiles.
Further,
cyclopropanation
2-quinolinone-embedded
p-QM
is
also
affording
contiguous
quaternary
spiro
center.
