The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(17), С. 12559 - 12575
Опубликована: Авг. 27, 2024
The
catalytic
atroposelective
synthesis
of
N–N
axially
chiral
indolylamides
was
established
via
dynamic
kinetic
resolution,
which
makes
use
Lewis
base-catalyzed
asymmetric
acylation
N-acylaminoindoles
as
a
new
type
platform
molecule
with
anhydrides.
By
this
strategy,
series
were
synthesized
in
overall
good
yields
(up
to
98%)
excellent
enantioselectivities
99%
ee).
Moreover,
some
these
display
extent
anticancer
activity,
demonstrates
their
potential
application
medicinal
chemistry.
Therefore,
work
has
not
only
provided
strategy
for
the
monoaryl
indoles
but
also
offered
member
configurational
stability
and
promising
application,
thereby
solving
challenges
indoles.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 29, 2024
The
molecular
engineering
of
boron
dipyrromethenes
(BODIPYs)
has
garnered
widespread
attention
due
to
their
structural
diversity
enabling
tailored
physicochemical
properties
for
optimal
applications.
However,
catalytic
enantioselective
synthesis
structurally
diverse
boron-stereogenic
BODIPYs
through
intermolecular
desymmetrization
and
with
atroposelectivity
remains
elusive.
Here,
we
showcase
rhodium(II)-catalyzed
site-specific
C-H
(hetero)arylations
prochiral
polysubstituted
diazonaphthoquinonesand
diazoindenines,
providing
efficient
pathways
the
rapid
assembly
versatile
(hetero)arylated
axially
chiral
long-range
axial
rotational
restriction
modes.
synthetic
application
procedures
been
emphasized
by
BODIPY
derivatives
various
functions.
Photophysical
properties,
bioimaging,
lipid
droplet-specific
targeting
capability
are
also
demonstrated,
indicating
promising
applications
in
biomedical
research,
medicinal
chemistry,
material
science.
Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
9(23), С. 6598 - 6605
Опубликована: Янв. 1, 2022
An
efficient
protocol
for
the
selective
synthesis
of
novel
isoquinolone-containing
spirocyclic
and
oxepine-fused
polycyclic
compounds
via
rhodium(
iii
)-catalyzed
(spiro)annulation
NH
-isoquinolones
with
diazonaphthalen-2(1
H
)-ones
is
reported.
Organic Letters,
Год журнала:
2024,
Номер
26(3), С. 681 - 686
Опубликована: Янв. 17, 2024
This
study
presents
the
atroposelective
alkylation
of
2-arylindoles
catalyzed
by
a
substituted
cinchonium
salt
as
phase-transfer
catalyst.
Under
optimized
reaction
conditions,
various
substrates
are
employed
to
yield
products
with
high
enantioselectivity.
The
presence
an
ortho-nitro
group
at
aromatic
ring
is
essential
for
atroposelectivity,
because
it
facilitates
favorable
interactions
between
catalyst
and
substrate.
origin
enantioselectivity
reveals
π–π
both
enantiomers
unfavorable
steric
strains
undesired
enantiomers.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(17), С. 12559 - 12575
Опубликована: Авг. 27, 2024
The
catalytic
atroposelective
synthesis
of
N–N
axially
chiral
indolylamides
was
established
via
dynamic
kinetic
resolution,
which
makes
use
Lewis
base-catalyzed
asymmetric
acylation
N-acylaminoindoles
as
a
new
type
platform
molecule
with
anhydrides.
By
this
strategy,
series
were
synthesized
in
overall
good
yields
(up
to
98%)
excellent
enantioselectivities
99%
ee).
Moreover,
some
these
display
extent
anticancer
activity,
demonstrates
their
potential
application
medicinal
chemistry.
Therefore,
work
has
not
only
provided
strategy
for
the
monoaryl
indoles
but
also
offered
member
configurational
stability
and
promising
application,
thereby
solving
challenges
indoles.
