Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(37), P. 6745 - 6749
Published: Sept. 11, 2022
An
efficient
rhodium-catalyzed
synthesis
of
C2-alkylated
NH-free
indoles
has
been
achieved
from
substituted
and
cyclopropanols.
The
reaction
allows
the
various
products
in
good
to
excellent
yield.
Important
features
method
include
use
a
N,N-dialkylcarbamoyl
group
as
traceless
directing
group,
C-H/C-C
bond
functionalization,
functional
tolerance,
broad
scope,
pyrrolo[1,2-a]indole,
identification
potential
intermediates.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(21), P. 8402 - 8406
Published: Oct. 19, 2021
A
unified
method
for
direct
C4–H
halogenation
of
indoles
has
been
accomplished
with
the
assistance
anthranilic
acids
as
suitable
transient
directing
groups.
Exclusive
site
selectivity
(one
out
five
potential
reactive
sites)
well
good
functional
group
tolerance
was
obtained
to
install
three
kinds
halogen
atoms
(Cl,
Br
and
I,
respectively)
by
using
inexpensive
N-halosuccinimides
(NXS)
sources
under
mild
conditions.
Taking
advantage
rich
groups
in
product,
a
diversity
nitrogen-containing
heterocycles
were
facily
constructed
via
one-step
late-stage
derivations.
The Chemical Record,
Journal Year:
2021,
Volume and Issue:
22(3)
Published: Dec. 21, 2021
Abstract
Direct
functionalization
of
heterocycles
using
C−H
activation
widely
relies
on
the
precious
metal
complexes.
In
past
decade,
use
earth
abundant
and
inexpensive
transition
to
functionalize
has
become
an
attractive
alternate
strategy.
This
concept
is
also
interesting
due
unique
reactivity
pattern
these
metals.
this
context
we
other
research
groups
have
utilized
high‐valent
cobalt
complexes
as
readily
available
catalyst
for
heterocycles.
review,
intend
brief
recent
progress
made
in
area
catalyzed
N
‐containing
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
88(3), P. 1299 - 1318
Published: May 24, 2022
Pd(II)-catalyzed
C-H
arylations
of
free
(NH)
indoles
including
different
carbonyl
directing
groups
on
C3-position
with
aryl
iodides
are
demonstrated.
Importantly,
the
reactions
carried
out
using
same
catalyst
system
without
any
additional
transient
group
(TDG).
In
this
study,
formyl
as
a
gave
C4-arylated
versus
C2-arylation.
Using
system,
functionalization
3-acetylindoles
provided
domino
C4-arylation/3,2-carbonyl
migration
products.
This
transformation
involves
unusual
acetyl
to
C2-position
following
C4-arylation
in
one
pot.
Meanwhile,
could
be
simply
controlled
and
N-protected
afforded
products
group.
Functionalization
indole-3-carboxylic
acid
(or
methyl
ester)
present
Pd(II)-catalyst
resulted
decarboxylation
followed
by
formation
C2-arylated
indoles.
Based
control
experiments
literature,
plausible
mechanisms
proposed.
The
synthetic
utilities
these
acetylindole
derivatives
have
also
been
Remarkably,
acetylindoles
allowed
construction
functionalized
pityiacitrin
(a
natural
product).
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(5), P. 1121 - 1126
Published: Jan. 31, 2022
A
mild,
convenient,
and
effective
Rh(III)-catalyzed
site-selective
C2-alkenylation
of
N-carboxamide
indoles
with
unactivated
alkenes
at
room
temperature
via
an
internal
oxidation
is
described.
The
present
olefination
reaction
was
well-studied
plentiful
indole
N-carboxamides
as
well
unfunctionalized/functionalized
alkenes.
In
this
reaction,
the
directing
group
containing
N-OMe
acts
oxidant.
possible
mechanism
involving
C-H
activation/insertion/internal
followed
by
protonation
proposed
supported
deuterium-labeling
studies.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(37), P. 6745 - 6749
Published: Sept. 11, 2022
An
efficient
rhodium-catalyzed
synthesis
of
C2-alkylated
NH-free
indoles
has
been
achieved
from
substituted
and
cyclopropanols.
The
reaction
allows
the
various
products
in
good
to
excellent
yield.
Important
features
method
include
use
a
N,N-dialkylcarbamoyl
group
as
traceless
directing
group,
C-H/C-C
bond
functionalization,
functional
tolerance,
broad
scope,
pyrrolo[1,2-a]indole,
identification
potential
intermediates.
