Advanced Synthesis & Catalysis,
Год журнала:
2018,
Номер
361(3), С. 456 - 461
Опубликована: Ноя. 10, 2018
Abstract
The
first
p
‐TSA‐catalyzed
highly
diastereoselective
Michael
addition/cyclization
of
3‐carboxylate‐substituted
isoindolinones
and
ortho
‐hydroxychalcones
was
developed
to
access
a
wide
range
chroman‐bridged
polycyclic
isoindolinones.
This
reaction
represents
novel
efficient
method
for
the
construction
complex
bridged
Moreover,
several
derivatizations
were
carried
out
further
highlight
synthetic
value
this
protocol.
magnified
image
Organic & Biomolecular Chemistry,
Год журнала:
2021,
Номер
19(18), С. 3960 - 3982
Опубликована: Янв. 1, 2021
Bridged
polycycles
are
privileged
molecular
skeletons
with
wide
occurrence
in
bioactive
natural
products
and
pharmaceuticals.
Therefore,
they
have
been
the
pursing
target
molecules
of
numerous
chemists.
The
rapid
convenient
generation
sp3-rich
complex
three-dimensional
from
simple
easily
available
aromatics
has
made
dearomatization
a
highly
valuable
synthetic
tool
for
construction
rigid
challenging
bridged
rings.
This
review
summarizes
the-state-of-the-art
advances
strategies
application
ring
formation,
discusses
their
advantages
limitations
in-depth
mechanism,
highlights
value
total
synthesis
products.
We
wish
this
will
provide
an
important
reference
medicinal
chemists
inspire
further
development
intriguing
research
area.
Chemical Science,
Год журнала:
2019,
Номер
11(5), С. 1418 - 1424
Опубликована: Дек. 17, 2019
An
unprecedented
base-promoted
multi-component
one-pot
dearomatization
ofN-alkyl
activated
azaarenes
was
developed
to
construct
complex
and
diverse
bridged
cyclic
polycycles
with
multiple
stereocenters
in
a
highly
regio-
diastereoselective
manner.
Organic Letters,
Год журнала:
2019,
Номер
21(8), С. 2528 - 2531
Опубликована: Март 29, 2019
A
bifunctional
oxindole–chromone
synthon
1
directed
tandem
reaction
is
developed,
serving
as
a
fruitful
strategy
for
facile
access
to
optically
active
hexahydroxanthones
3
bearing
two
spirooxindoles
with
five
contiguous
stereocenters.
All
of
the
bispirooxindole-based
are
smoothly
obtained
up
91%
yield,
>20:1
dr,
and
>99%
ee.
Biological
evaluation
selected
compounds
revealed
that
they
exerted
good
cytotoxic
effects
on
human
K562,
A549,
PC-3
cells.
The Journal of Organic Chemistry,
Год журнала:
2019,
Номер
84(16), С. 10209 - 10220
Опубликована: Июль 18, 2019
The
present
paper
reports
a
highly
stereoselective
synthesis
of
spirooxindole-fused
spiropyrazolones
through
the
asymmetric
[3
+
2]
cyclization
reaction
2-(1-methyl-2-oxoindolin-3-yl)malononitriles
with
unsaturated
pyrazolones
under
mild
conditions.
With
only
1
mol
%
bifunctional
squaramide
catalyst,
series
chiral
dispirocyclic
pyrazolone
derivatives
were
attained
in
high
yields
(85–97%)
excellent
stereoselectivities
(up
to
>99%
ee
and
all
cases
>20:1
dr).
Moreover,
gram-scale
further
transformation
products
also
demonstrated.
Organic Letters,
Год журнала:
2020,
Номер
22(13), С. 5068 - 5073
Опубликована: Май 27, 2020
Reported
herein
is
an
unprecedented
multicomponent
one-pot
dearomative
multifunctionalization
of
commercially
available
azaarenes
through
in
situ
activation
strategy,
which
not
only
achieved
the
first
full
exploitation
reactive
sites
azaarenes,
but
also
accomplished
efficient
synthesis
bridged
hydrogenated
pyridines
and
(iso)quinolines
a
highly
regioselective
diastereoselective
manner.
In
addition,
we
could
successfully
realize
step-controlled
trifunctionalization
bifunctionalization
quinolines.
Organic Letters,
Год журнала:
2018,
Номер
20(12), С. 3451 - 3454
Опубликована: Май 31, 2018
An
unexpected
FeCl3-catalyzed
cascade
reaction
of
simple
indoles
and
o-hydroxychalcone
was
reported,
leading
to
densely
functionalized
strained
chromane-bridged
polycyclic
in
moderate
good
yields.
This
not
only
establishes
a
new
transformation
o-hydroxychalcones
but
also
provides
an
efficient
method
for
the
synthesis
structurally
complex
congested
indoles.
Organic Letters,
Год журнала:
2018,
Номер
20(21), С. 6682 - 6686
Опубликована: Окт. 24, 2018
Following
the
reactivity
inversion
strategy,
two
different
two-step
sequences
were
designed
and
successfully
applied
to
asymmetric
synthesis
of
spiro-bridged
spiro-fused
heterocyclic
compounds,
which
combined
chromane,
indole,
oxindole,
three
potential
pharmacophores,
in
one
molecule.
The
power
these
organocatalytic
pathways
is
underscored
by
mild
reaction
conditions
high
efficiency
production
synthetically
challenging,
but
biologically
important
products,
could
be
transformed
into
more
interesting
structures.
