Molecules,
Journal Year:
2023,
Volume and Issue:
28(17), P. 6259 - 6259
Published: Aug. 26, 2023
Developing
new
organic
reactions
with
excellent
atom
economy
and
high
selectivity
is
significant
urgent.
Herein,
by
ingeniously
regulating
the
reaction
conditions,
highly
selective
transformations
of
propargylamines
have
been
successfully
implemented.
The
palladium-catalyzed
cyclization
generates
a
series
functionalized
quinoline
heterocycles,
while
base-promoted
isomerization
affords
diverse
1-azadienes.
Both
good
functional
group
tolerance,
mild
yields
up
to
93%.
More
importantly,
these
heterocycles
1-azadienes
could
be
flexibly
transformed
into
valuable
compounds,
illustrating
validity
practicability
propargylamine-based
reactions.
Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
135(22)
Published: March 22, 2023
Abstract
Due
to
the
generation
of
multiple
intermediates
during
nitroarene
reduction,
precise
interception
single
one
develop
tandem
reactions
involving
both
C−C
and
C−N
bond
formations
still
remains
a
significant
challenge.
Herein,
relay
catalysis
supported
bifunctional
cobalt
catalyst
with
l
‐proline
has
been
successfully
applied
establish
bran‐new
reductive
annulation
reaction
nitroarenes
formaldehyde,
which
enables
direct
diverse
construction
symmetrical
unsymmetrical
1,3‐diaryl
imidazolines.
It
proceeds
operational
simplicity,
good
substrate
functionality
compatibility,
excellent
step
atom‐efficiency.
Mechanistic
studies
reveal
that
Co‐catalyst
exhibits
synergistic
effect
on
formation
key
N
‐hydroxy
imine,
subsequently
facilitates
formation.
The
current
work
opens
door
useful
transformations
by
reduction‐interrupted
strategy.
Molecules,
Journal Year:
2023,
Volume and Issue:
28(17), P. 6259 - 6259
Published: Aug. 26, 2023
Developing
new
organic
reactions
with
excellent
atom
economy
and
high
selectivity
is
significant
urgent.
Herein,
by
ingeniously
regulating
the
reaction
conditions,
highly
selective
transformations
of
propargylamines
have
been
successfully
implemented.
The
palladium-catalyzed
cyclization
generates
a
series
functionalized
quinoline
heterocycles,
while
base-promoted
isomerization
affords
diverse
1-azadienes.
Both
good
functional
group
tolerance,
mild
yields
up
to
93%.
More
importantly,
these
heterocycles
1-azadienes
could
be
flexibly
transformed
into
valuable
compounds,
illustrating
validity
practicability
propargylamine-based
reactions.