ChemMedChem,
Journal Year:
2022,
Volume and Issue:
18(5)
Published: Dec. 31, 2022
Innovations
in
synthetic
chemistry
have
a
profound
impact
on
the
drug
discovery
process,
and
will
always
be
necessary
driver
of
development.
As
result,
it
is
significance
to
develop
novel
simple
effective
installation
medicinal
modules
promote
discovery.
Herein,
we
developed
NaClO-mediated
cross
indoles
azoles,
both
which
are
frequently
encountered
drugs
natural
products.
This
toolbox
provides
convenient
route
access
library
N-linked
2-(azol-1-yl)
indole
derivatives,
can
used
for
late-stage
modification
drugs,
products
peptides.
Moreover,
biological
screening
has
revealed
that
several
adducts
showed
promising
anticancer
activities
against
A549
NCI-H1975
cells,
give
us
hit
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(9), P. 1152 - 1155
Published: Jan. 1, 2024
An
efficient
approach
for
the
selective
construction
of
C2,3-
or
C2,5-aminochalcogenated
indole
derivatives
has
been
developed,
which
enables
oxidative
regioselective
aminochalcogenation
indolines
with
amines
and
dichalconides.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(34), P. 4613 - 4616
Published: Jan. 1, 2024
We
report
an
innovative
synthetic
strategy
for
the
generation
of
polysubstituted
indoles
from
indolines,
aryldiazonium
salts,
and
azoles.
The
methodology
encompasses
electrophilic
substitution
reaction
affording
C5-indoline
intermediates
which
undergo
iodine-mediated
oxidative
transformation
coupled
with
C-H
functionalization
to
yield
indole
derivatives.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(18), P. 12424 - 12433
Published: Sept. 1, 2022
An
efficient
copper–iodine
cocatalyzed
intermolecular
C–H
aminocyanation
of
indoles
with
a
broad
substrate
scope
has
been
developed
for
the
first
time.
This
method
enables
highly
step-economic
access
to
2-amino-3-cyanoindoles
in
moderate
good
yields
and
provides
complementary
strategy
regioselective
difunctionalization
carbon═carbon
double
bonds
interest
organic
synthesis
related
areas.
Mechanistic
studies
suggest
that
these
transformations
are
initiated
by
iodine-mediated
C2–H
amination
azoles,
followed
copper-catalyzed
C3–H
cyanation
ethyl
cyanoformate.
Organic Chemistry Frontiers,
Journal Year:
2022,
Volume and Issue:
9(22), P. 6165 - 6171
Published: Jan. 1, 2022
An
efficient
intermolecular
C2,3-H
aminoalkylation
of
indoles
with
9
H
-xanthenes
and
azoles
via
iron–iodine
co-catalyzed
tandem
C–N/C–C
bond
formation
has
been
developed.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(21), P. 15106 - 15117
Published: Oct. 21, 2023
A
metal-free
one-pot
oxidative
cross-dehydrogenation
coupling
reaction
for
the
formation
of
C-N/C-C
bonds
at
C2,3-positions
indoles
with
azoles
and
quinoxalinones
has
been
developed.
The
proposed
method
several
notable
features,
including
catalysis,
use
N-H
free
as
substrates,
ease
operation,
mild
conditions,
compatibility
a
wide
range
substrates.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(7), P. 1933 - 1940
Published: Jan. 1, 2024
A
new
one-pot
method
for
solvent-controlled
switchable
tandem
oxidative
triple
functionalization
of
indolines
has
been
developed
via
successive
regioselective
chalcogenation,
oxidation,
amination
and
halogenation.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(10), P. 7216 - 7224
Published: May 2, 2024
An
organoselenium-catalyzed
C2,3-diarylation
of
unprotected
N–H
indoles
with
electron-rich
aromatics
has
been
developed.
This
one-pot
multicomponent
tandem
cross-dehydrogenation
coupling
reaction
allows
for
the
incorporation
two
different
aromatic
groups
to
indoles.
More
importantly,
this
approach
offers
significant
advantages,
including
a
high
atom
and
step
economy,
eliminating
need
prepreparation
substrates,
streamlining
synthetic
process
enhancing
its
practicality.
Overall,
presents
an
efficient
versatile
strategy
functionalization
indole
derivatives.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(14), P. 10272 - 10282
Published: July 5, 2024
The
exploration
of
remote
functionalization
indoles
is
impeded
by
the
inherently
dominant
reactivity
intrinsic
to
pyrrole
moiety.
Herein,
we
delineate
a
novel
strategy
facilitated
Lewis
acid
mediation,
enabling
C-H
functionalization,
which
culminates
in
synthesis
an
array
selectively
functionalized
indole
derivatives,
encompassing
3-trifluoroacetyl
and
5-benzoyl
motifs,
utilizing
trifluoroacetic
anhydride
various
acyl
chlorides.
Notably,
protocol
exhibits
versatility,
as
epitomized
extension
C5-acylation
alkylation
sulfonation
reactions.
This
methodology
distinguished
its
exemplary
regio-
chemo-selectivity,
extensive
substrate
scope,
commendable
tolerance
diverse
functional
groups,
employment
comparatively
mild
reaction
conditions.
A
novel
one-pot
oxidative
cross-dehydrogenation
coupling
(CDC)
reaction
has
been
developed
for
the
selective
construction
of
C–N
and
C–C
bonds
at
C2,3-positions
indoles.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 20, 2025
A
Pd(II)/Cu(I)
co-catalyzed
dual
C-H
functionalization
strategy
enables
the
one-pot
synthesis
of
C2/C3-difunctionalized
indoles
using
arylsulfonyl
reagents.
In
this
method,
Cu(I)
reduces
S(VI)
reagents
to
generate
radicals,
which
react
with
Pd(II)
form
electrophilic
Ar-Pd(III)
intermediates.
These
intermediates
regioselectively
arylate
at
C2
position,
followed
by
Cu(II)-mediated
C3
deliver
final
products.
This
synergistic
method
enhances
efficiency,
waste,
and
streamlines
complex
indole
functionalization.
