Angewandte Chemie,
Год журнала:
2024,
Номер
unknown
Опубликована: Июнь 7, 2024
Abstract
Inherently
chiral
calix[4]arenes
are
an
excellent
structural
scaffold
for
enantioselective
synthesis,
recognition,
sensing,
and
circularly
polarized
luminescence.
However,
their
catalytic
synthesis
remains
challenging.
Herein,
we
report
efficient
of
inherently
calix[4]arene
derivatives
via
cascade
cyclization
oxidation
reactions.
The
three‐component
reaction
features
a
broad
substrate
scope
(33
examples),
high
efficiency
(up
to
90
%
yield),
enantioselectivity
(>95
ee
on
average).
potential
applications
highlighted
by
synthetic
transformation
detailed
investigation
photophysical
chiroptical
properties.
ACS Materials Letters,
Год журнала:
2024,
Номер
6(11), С. 5016 - 5022
Опубликована: Окт. 8, 2024
Visible-light-mediated
photocatalysis
has
been
widely
utilized
to
produce
various
organic
products
due
its
clean,
efficient,
and
green
characteristics.
However,
examples
involving
photocatalytic
reactions
synthesize
covalent
frameworks
(COFs)
have
rarely
reported
thus
far.
Herein,
we
report
for
the
first
time
synthesis
of
a
series
quinoline-linked
COFs
with
high
crystallinity
permanent
porosity
via
three-component
one-pot
Povarov
reaction
between
different
aldehydes,
amines,
phenyl
vinyl
sulfone.
Furthermore,
obtained
are
stable
can
be
employed
as
efficient
photocatalysts
promote
oxidative
hydroxylation
arylboronic
acids
phenols
in
excellent
yields.
This
polymerization
strategy
opens
new
avenue
construction
facile
way.
Chirality
plays
a
crucial
role
in
the
pharmacological
activity
of
triazoles,
key
scaffold
antifungal
agents
and
various
therapeutic
applications.
This
study
focuses
on
optimizing
enantiomeric
resolution
chiral
triazoles
using
supercritical
fluid
chromatography
(SFC)
10
different
columns,
either
immobilized
or
coated,
chlorinated
nonchlorinated,
cellulose
amylose-based
stationary
phases
(CSPs).
Four
novel
two
marketed
ones
(tebuconazole
hexaconazole)
were
separated
to
determine
optimal
conditions.
The
best
was
achieved
CSPs
across
tested
compounds.
Optical
rotation
X-ray
crystallography
employed
absolute
configurations
purified
enantiomers.
Chinese Journal of Chemistry,
Год журнала:
2023,
Номер
42(2), С. 142 - 150
Опубликована: Сен. 15, 2023
Comprehensive
Summary
Different
novel
fused
multicyclic
iminosugars
were
synthesized
from
D‐ribose
tosylate,
aniline
and
vinyl
ethyl
ether
by
one‐pot
three‐component
stereoselective
[4+2]
reaction
at
different
temperatures.
The
iminium‐ion
is
the
key
intermediate
for
reaction.
As
a
result,
several
complex
3a
obtained
aza‐Diels‐Alder
mechanism
60
°C,
while
series
of
aza‐
C
‐glycosides
5a
prepared
Mannich
room
temperature
accompanied
another
tetrahydroquinoline‐fused
4a
(tricyclic
derivatives)
through
cycloaddition.
This
strategy
will
help
to
construct
structurally
diverse
bioactive
iminosugar
analogues.
Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
9(23), С. 6530 - 6534
Опубликована: Янв. 1, 2022
A
simple
and
efficient
one-pot
protocol
has
been
developed
by
an
aza-Diels–Alder
mechanism
for
the
stereoselective
synthesis
of
novel
fused
multicyclic
iminosugars
with
structural
diversity.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(17), С. 12445 - 12450
Опубликована: Авг. 18, 2023
An
efficient
and
convenient
strategy
has
been
successfully
developed
for
the
preparation
of
novel
furantetrahydroquinoline
derivatives
using
d/l-ribose
with
a
2,3-O-isopropylidene
group
through
aza-Diels-Alder
mechanism.
This
method
high
atom
step
economy,
stereoselectivity,
gram-scale
synthesis
(yield
67%).
Organic Letters,
Год журнала:
2022,
Номер
24(35), С. 6397 - 6401
Опубликована: Авг. 26, 2022
An
asymmetric
organocatalyzed
three-component
Povarov
reaction
to
construct
azaspirocycles
has
been
developed.
A
chiral
phosphoric
acid
OCF-CPA
bearing
o-CF3-aryl
on
the
H8–BINOL-framework
is
highly
efficient
in
reaction.
The
was
carried
out
under
mind
conditions
for
synthesis
of
a
range
high
yields
and
excellent
enantioselectivities,
thus
expending
substrate
scope
traditional
Chemical Synthesis,
Год журнала:
2023,
Номер
3(2), С. 9 - 9
Опубликована: Янв. 1, 2023
Quinidine-catalyzed
regio-
and
enantioselective
formal
[4
+
2]-cycloadditions
of
2-(4H-benzo[d][1,3]oxazin-4-yl)acrylates
with
N-tosyl-2-methylenebut-3-enoates
2-methylene-3-oxoalkanoates
have
been
developed
for
the
first
time.
The
reaction
features
in
situ
formation
chiral
nitrogen-containing
dipolar
intermediates,
a
ring-opening/Michael
addition/annulation
cascade
works
well
over
broad
substrate
scope
to
furnish
tetrahydroquinolines
high
yields
asymmetric
induction
under
mild
conditions.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(24), С. 6219 - 6224
Опубликована: Янв. 1, 2023
This
protocol
provides
concise
access
to
enantioenriched
pyrroloquinolines,
and
presents
an
alternative
methodology
for
functionalizing
the
carbocyclic
ring
of
indoles.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(17)
Опубликована: Март 14, 2024
Abstract
An
efficient
N
‐heterocyclic
carbene
(NHC)‐catalyzed
kinetic
resolution
of
2‐substituted
3‐nitro‐1,2‐dihydroquinolines
(DHQs)
allowing
the
synthesis
densely
functionalized
enantioenriched
tetrahydroquinolines
through
at
remote
stereocenter
is
described.
The
Re
‐face
addition
α
,
β
‐unsaturated
azolium
homoenolate
intermediate
generated
in
situ
from
enal
with
more
kinetically
favored
(S)‐enantiomer
racemic
(
rac
‐
1
),
affording
enantiopure
(up
to
>99
:
dr
er
)
and
opposite
R
)‐enantiomer
DHQ
ent
was
recovered
).
