Organic Letters,
Journal Year:
2017,
Volume and Issue:
19(22), P. 6140 - 6143
Published: Nov. 2, 2017
An
N-bromosuccinimide-catalyzed
intermolecular
annulation
of
acetyl
indoles
with
alkynes
was
developed,
allowing
for
regioselective
formation
valuable
carbazoles
through
direct
C-H
bond
functionalization.
The
readily
available
catalyst,
wide
substrate
scope,
gram
scale
synthesis,
and
mild
conditions
make
this
method
practical.
Mechanistic
investigations
indicate
that
the
bromination
indole
takes
place
to
generate
a
bromide
intermediate,
followed
by
coupling
an
alkyne
intramolecular
cycloaromatization
furnish
carbazole
products.
Chemical Science,
Journal Year:
2017,
Volume and Issue:
8(10), P. 6954 - 6958
Published: Jan. 1, 2017
A
formal
aromaticity
transfer
reaction
between
phenols
and
pyrrolines/indolines
has
been
developed:
a
redox-
atom-efficient
method
to
synthesize
N-cyclohexylpyrroles/indoles.
The Journal of Organic Chemistry,
Journal Year:
2017,
Volume and Issue:
82(24), P. 13277 - 13287
Published: Nov. 13, 2017
TfOH-catalyzed
one-pot
sequential
reaction
of
indoles,
acetophenones
(cyclic
ketones),
and
various
3-methyleneoxindolines
in
toluene
afforded
polysubstituted
tetrahydrospiro[carbazole-1,3'-indoline]s
satisfactory
yields.
1H
NMR
spectra
single-crystal
structures
indicated
that
the
obtained
existing
an
unusual
trans-configuration.
The
mechanism
was
believed
to
proceed
with
domino
acid-catalyzed
3-alkenylation
indoles
acetophenones,
Diels-Alder
3-alkyenylindoles
3-methyleneoxindolines,
diastereoisomerization
process.
Advanced Synthesis & Catalysis,
Journal Year:
2018,
Volume and Issue:
360(20), P. 4017 - 4022
Published: Aug. 13, 2018
Abstract
Elemental
sulfur‐promoted
cyclization
for
the
one‐pot
synthesis
of
tetra‐substituted
imidazoles
from
benzylamines
and
ketones
is
described.
sulfur
combined
with
molecular
oxygen
as
benign
co‐oxidant
was
found
to
be
key
high
efficiency
this
transformation
under
metal‐free
conditions.
A
range
tetrasubstituted
were
synthesized
simple
amines
good
functional
group
tolerance.
magnified
image
The Journal of Organic Chemistry,
Journal Year:
2017,
Volume and Issue:
82(8), P. 4148 - 4159
Published: Feb. 22, 2017
The
title
natural
products
2–7
have
been
prepared
by
reductive
cyclization
of
the
relevant
2-arylcyclohex-2-en-1-one
(e.g.
20)
to
corresponding
tetrahydrocarbazole
and
dehydrogenation
(aromatization)
this
give
target
carbazole
4).
Compounds
such
as
20
were
using
a
palladium-catalyzed
Ullmann
cross-coupling
reaction
between
appropriate
2-iodocyclohex-2-en-1-one
o-halonitrobenzene.
Organic Letters,
Journal Year:
2017,
Volume and Issue:
19(22), P. 6140 - 6143
Published: Nov. 2, 2017
An
N-bromosuccinimide-catalyzed
intermolecular
annulation
of
acetyl
indoles
with
alkynes
was
developed,
allowing
for
regioselective
formation
valuable
carbazoles
through
direct
C-H
bond
functionalization.
The
readily
available
catalyst,
wide
substrate
scope,
gram
scale
synthesis,
and
mild
conditions
make
this
method
practical.
Mechanistic
investigations
indicate
that
the
bromination
indole
takes
place
to
generate
a
bromide
intermediate,
followed
by
coupling
an
alkyne
intramolecular
cycloaromatization
furnish
carbazole
products.
