Chemistry - A European Journal,
Journal Year:
2021,
Volume and Issue:
28(1)
Published: Oct. 22, 2021
Axially
chiral
atropisomeric
compounds
are
widely
applied
in
asymmetric
catalysis
and
medicinal
chemistry.
In
particular,
axially
indole-
indoline-based
frameworks
have
been
recognised
as
important
heterobiaryl
classes
because
they
the
core
units
of
bioactive
natural
alkaloids,
ligands
compounds.
Among
them,
synthesis
C7-substituted
indole
biaryls
analogous
indoline
derivatives
is
particularly
challenging,
methods
for
their
efficient
high
demand.
Transition-metal
considered
one
most
to
construct
atropisomers.
Here,
we
report
enantioselective
C7-indolino-
C7-indolo
biaryl
atropisomers
by
means
C-H
functionalisation
catalysed
RhJasCp
complexes.
Chemistry - A European Journal,
Journal Year:
2023,
Volume and Issue:
29(42)
Published: May 26, 2023
Abstract
(Hetero)arenes
continue
to
prove
their
indispensability
in
pharmaceuticals,
materials
science,
and
synthetic
chemistry.
As
such,
the
controllable
modification
of
biologically
significant
(hetero)arenes
towards
diverse
more‐potent
complex
molecular
scaffolds
through
peripheral
skeletal
editing
has
been
considered
a
challenging
goal
organic
Despite
many
excellent
reviews
on
(
i.
e
.,
C−H
functionalization)
(hetero)arenes,
editings
via
single
atom
insertion,
deletion,
or
transmutations
have
received
less
attention
review
literature.
In
this
review,
we
systematically
summarize
state‐of‐the‐art
reactions
using
carbenes,
with
focus
general
mechanistic
considerations
applications
natural
product
syntheses.
The
potential
opportunities
inherent
challenges
encountered
while
developing
these
strategies
are
also
highlighted.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(3), P. 1846 - 1857
Published: Jan. 12, 2024
Herein,
we
describe
an
efficient
transition-metal-free
regioselective
C3alkylation
of
indoles
for
the
synthesis
bis(indolyl)methanes
and
3-styryl
indoles.
Nitrobenzene
is
employed
as
oxidant
to
oxidize
alcohols
in
presence
a
strong
base
reaction
avoids
use
transition
metals
such
Ru
Mn.
The
protocol
provides
favorable
route
access
biologically
active
compounds
arundine,
vibrindole
A,
turbomycin
B.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(15), P. 3091 - 3096
Published: April 3, 2024
Presented
herein
is
a
novel
synthesis
of
pharmaceutically
privileged
spiroindoline
derivatives
via
cascade
reactions
N-methyl-N-nitrosoanilines
with
diazo
homophthalimides.
A
group
mechanistic
studies
disclosed
that
the
formation
product
involves
an
unusual
reaction
mode
N-methyl-N-nitrosoaniline
featuring
initial
C(sp2)–H
bond
activation/alkylation
followed
by
C(sp3)–H
activation/spiroannulation.
To
our
knowledge,
this
first
example
in
which
acts
as
C3N1
synthon
to
accomplish
formal
[4+1]
spiroannulation
participation
N-methyl
unit
rather
than
previously
reported
C2N1
undergo
[3+2]
annulation
without
unit.
In
general,
newly
developed
synthetic
protocol
features
simple
and
readily
accessible
starting
materials,
valuable
products,
unique
mechanism,
high
efficiency
atom-economy,
excellent
compatibility
diverse
functional
groups,
ready
scalability.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(33), P. 23338 - 23347
Published: Aug. 6, 2024
A
single-atom
iron
catalyst
was
found
to
exhibit
exceptional
reactivity
in
acceptorless
dehydrogenative
coupling
for
quinoline
synthesis,
outperforming
known
homogeneous
and
nanocatalyst
systems.
Detailed
characterizations,
including
aberration-corrected
HAADF-STEM,
XANES,
EXAFS,
jointly
confirmed
the
presence
of
atomically
dispersed
centers.
Various
functionalized
quinolines
were
efficiently
synthesized
from
different
amino
alcohols
a
range
ketones
or
alcohols.
The
achieved
turnover
number
(TON)
up
10
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(31), P. 6602 - 6607
Published: July 30, 2024
Presented
herein
is
a
novel
synthesis
of
indenone-fused
pyran
derivatives
via
the
cascade
reactions
aryl
enaminones
with
cyclopropenones.
The
formation
products
involves
one-pot
procedure
consisting
C–H
bond
and
enamine
functionalization
along
C–C
cleavage
cyclopropenone
1,3-rearrangement
in
situ-formed
allylic
alcohol
moiety
followed
by
intramolecular
O-nucleophilic
addition
Me2NH
elimination.
To
our
knowledge,
this
first
simultaneous
both
indenone
scaffolds
through
concurrent
unsymmetrical
relay
activation
double
C–C/C–O
formation.
Moreover,
usefulness
method
further
showcased
its
suitability
for
large-scale
synthetic
scenarios
diverse
transformations
products.
