Chemical Communications,
Journal Year:
2018,
Volume and Issue:
54(50), P. 6607 - 6621
Published: Jan. 1, 2018
The
past
four
years
have
witnessed
significant
developments
in
the
field
of
catalytic
asymmetric
synthesis
spirooxindoles,
and
this
feature
article
outlines
recent
progress
area,
including
contributions
our
group.
This
is
divided
into
sections
according
to
size
type
generated
spiro-ring
fused
at
C3-position
oxindole
core.
Chemical Society Reviews,
Journal Year:
2018,
Volume and Issue:
47(11), P. 3831 - 3848
Published: Jan. 1, 2018
This
tutorial
review
provides
a
good
introduction
to
spirocyclization
reactions
of
indole
derivatives
and
highlights
the
recent
advances
in
construction
spiroindolines
spiroindoles.
ACS Catalysis,
Journal Year:
2019,
Volume and Issue:
9(3), P. 1820 - 1882
Published: Jan. 31, 2019
The
catalytic
enantioselective
assembly
of
spirocyclic
molecules
featuring
a
spiro
quaternary
carbon
stereocenter
is
currently
great
interest
because
such
privileged
3D
structures
are
widely
present
in
natural
products
that
exhibit
broad
spectrum
biological
and
pharmacological
activities.
This
review
summarizes
the
advances
based
on
six
major
synthetic
strategies
showcases
reaction
mechanisms
detail.
advantages
limitations
each
strategy
presented,
remaining
opportunities
outlined.
Organic Chemistry Frontiers,
Journal Year:
2021,
Volume and Issue:
8(15), P. 4315 - 4348
Published: Jan. 1, 2021
Catalytic
asymmetric
MCCRs
for
enantioselective
synthesis
of
spirooxindoles
by
using
chiral
phosphoric
acids,
amines,
bifunctional
thiourea/squaramides
and
metal-based
reagents
as
catalysts.
Organic Letters,
Journal Year:
2018,
Volume and Issue:
20(15), P. 4453 - 4457
Published: July 25, 2018
N-2,2,2-Trifluoroethylisatin
ketimines
with
β-trifluoromethyl
enones,
3-trifluoroethylidene
oxindole,
and
benzofuranone
can
undergo
asymmetric
[3
+
2]
cycloaddition,
catalyzed
by
chiral
bifunctional
squaramide-tertiary
amine
catalysts,
affording
a
wide
spectrum
of
3,2'-pyrrolidinyl
spirooxindoles.
The
significance
this
protocol
is
highlighted
its
extremely
high
efficiency
in
the
construction
structurally
diverse
spirocyclic
oxindoles,
bearing
vicinally
bis(trifluoromethyl)-substituted
pyrrolidine
moiety,
including
four
contiguous
stereocenters,
yields
excellent
stereocontrol.
Chemistry - An Asian Journal,
Journal Year:
2020,
Volume and Issue:
15(8), P. 1225 - 1233
Published: Feb. 27, 2020
The
spirooxindole
unit
is
one
of
the
most
widely
investigated
compound
skeletons
existing
in
numerous
natural
and
pharmaceutical
molecules.
Thus,
a
large
number
synthetic
methodologies
have
already
been
reported
to
construct
such
core
structure.
trifluoromethyl
group
another
privileged
organic
chemistry.
introduction
CF3
an
framework
can
significantly
improve
properties
molecule.
In
this
context,
efficient
approach
for
construction
trifluoromethyl-containing
spirooxindoles
becomes
promising
research
direction
among
communities
industry
academia.
Minireview,
recent
advances
summarized
discussed.
addition,
representative
corresponding
reaction
mechanisms
described
as
well.
Advanced Synthesis & Catalysis,
Journal Year:
2019,
Volume and Issue:
361(9), P. 1923 - 1957
Published: Jan. 9, 2019
Abstract
The
broad
prospects
of
trifluoromethylated
compounds
in
materials
science,
agricultural
chemistry,
and
pharmaceutical
chemistry
have
stimulated
the
rapid
development
asymmetric
organocatalytic
transformations
to
access
these
biologically
important
compounds.
Among
all
types
compounds,
cyclic
with
a
C−CF
3
stereogenic
center
gained
increasing
attention
medicinal
organic
because
they
are
extensively
found
many
active
molecules,
lead
listed
drugs.
This
review
attempts
summarize
developments
synthesis
bearing
since
2012.
magnified
image
Chemical Communications,
Journal Year:
2017,
Volume and Issue:
53(81), P. 11201 - 11204
Published: Jan. 1, 2017
A
TfOH-catalyzed
highly
diastereoselective
Michael
addition/ketalization
sequence
of
3-hydroxyoxindoles
and
ortho-hydroxychalcones
was
developed,
leading
to
biologically
important
bridged
ketal
spirooxindoles
in
moderate
excellent
yields.
Moreover,
some
chemical
transformations
were
carried
out
further
extend
the
structural
complexity
diversity.
Angewandte Chemie International Edition,
Journal Year:
2018,
Volume and Issue:
57(20), P. 5888 - 5892
Published: March 31, 2018
Abstract
A
copper‐catalyzed
regio‐reversed
asymmetric
[3+2]
cycloaddition
of
iminoesters
with
nitroolefins
is
disclosed
for
the
first
time.
This
method
enables
facile
synthesis
polysubstituted
chiral
pyrrolidines
bearing
at
least
one
quaternary
center
in
high
yields
excellent
regio‐,
diastereo‐,
and
enantioselectivity.
The
application
P,S
ligands
unique
effect
α‐aryl
groups
on
are
key
to
success
this
method.
practicality
versatility
reaction
also
demonstrated.
Angewandte Chemie International Edition,
Journal Year:
2019,
Volume and Issue:
58(38), P. 13335 - 13339
Published: July 10, 2019
Abstract
A
rhodium(III)‐catalyzed
domino
annulation
of
simple
olefins
with
diazo
oxindoles
to
give
spirooxindole
pyrrolone
products
is
described.
This
reaction
can
be
formally
viewed
as
the
result
an
anomalous
tandem
C−H
activation,
carbene
insertion,
Lossen
rearrangement,
and
a
nucleophilic
addition
process.
The
potential
utility
this
was
further
demonstrated
by
late‐stage
diversification
drug
molecules.
