Asian Journal of Organic Chemistry,
Год журнала:
2023,
Номер
12(5)
Опубликована: Апрель 12, 2023
Abstract
A
Pd‐catalyzed
coupling
reaction
from
o
‐alkynylanilines
and
‐(2,2‐dibromovinyl)anilines
for
the
synthesis
of
2,3′‐bisindoles
is
developed.
In
which,
‐ethynylaniline
was
used
as
3‐functionalized
indole
precursor
‐(2,2‐dibromovinyl)aniline
2‐functionalized
precursor.
This
protocol
exhibits
high
efficiency,
good
functional
group
tolerance
scalability
easily
accessible
starting
materials.
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.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(16), С. 3975 - 3981
Опубликована: Янв. 1, 2023
An
unprecedented
catalytic
sulfonylation
strategy
has
been
developed
through
the
redox
transformation
of
β-sulfinyl
esters,
providing
a
facile
access
to
axially
chiral
sulfone-containing
styrenes
with
VQMs
in
excellent
enantioselectivities.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(5), С. 1064 - 1069
Опубликована: Янв. 13, 2024
Abstract
We
report
herein
a
chiral
Cp
X
Rh(III)‐catalyzed
domino
cyclization/C
3
‐arylation
process
using
2‐alkynylanilines
and
1‐diazonaphthoquinones
as
viable
substrates,
delivering
indole‐based
derivatives
endowed
with
axial
chirality.
The
method
features
high
enantioselectivity,
broad
substrate
scope,
robust
functional
group
tolerance.
Subsequent
functionalization
of
the
synthesized
scaffolds
underlines
practicality
this
approach
in
design
indole‐derivated
axially
frameworks,
demonstrating
its
substantial
promise
synthetic
medicinal
chemistry
applications.
Organic Letters,
Год журнала:
2023,
Номер
25(47), С. 8439 - 8444
Опубликована: Ноя. 20, 2023
Transition-metal-catalyzed
cyclative
coupling
of
2-alkynylanilines
provides
a
feasible
routine
for
accessing
functionalized
indoles.
Herein,
rhodium-catalyzed
highly
enantioselective
addition
heteroarenium
salts
is
presented,
which
enabled
by
the
nucleophilic
cyclization
2-alkynylanilines.
It
offers
protocols
to
access
enantioenriched
indoles
tethered
1,2-dihydropyridine
and
1,2-dihydroquinoline
motifs
with
excellent
enantioselectivities.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 13, 2024
An
amine-catalyzed
atroposelective
FC
alkylation
of
2-arylindoles
with
α,β-unsaturated
aldehydes
via
the
DKR
process
has
been
developed.
Various
axially
chiral
were
obtained
in
good
yields
high
enantioselectivities.
