Advanced Synthesis & Catalysis,
Journal Year:
2021,
Volume and Issue:
364(4), P. 838 - 844
Published: Dec. 17, 2021
Abstract
A
convenient
and
effective
method
of
ruthenium‐catalyzed
C−H/N−H
annulations
using
vinylene
carbonate
as
oxidizing
acetylene
surrogate
has
been
disclosed.
This
is
scalable
compatible
with
a
wide
range
functional
groups,
providing
step‐economical
access
to
indole
synthesis
Preliminary
mechanistic
studies
provided
support
for
reversible,
acetate‐assisted
C−H
ruthenation,
along
subsequent
olefin
insertion.
magnified
image
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(11), P. 7425 - 7430
Published: May 17, 2023
A
convenient
method
is
proposed
for
the
synthesis
of
isoquinolone
derivatives
from
2-methylaryl
aldehydes
and
nitriles
through
LiN(SiMe3)2/KOtBu-promoted
formal
[4
+
2]
cycloaddition
reaction,
featuring
high
atomic
economy,
good
functional
group
tolerance,
easy
operation.
It
enables
efficient
formation
new
C-C
C-N
bonds
toward
isoquinolones
without
using
preactivated
amides.
Angewandte Chemie International Edition,
Journal Year:
2021,
Volume and Issue:
60(52), P. 27005 - 27012
Published: Oct. 20, 2021
Abstract
Herein,
we
disclose
osmaelectrocatalyzed
C−H
activations
that
set
the
stage
for
electrooxidative
alkyne
annulations
by
benzoic
acids.
The
osmium
electrocatalysis
enables
site‐
and
chemoselective
with
unique
levels
of
selectivity.
isolation
unprecedented
osmium(0)
osmium(II)
intermediates,
along
crystallographic
characterization
analyses
spectrometric
spectroscopic
in
operando
techniques
delineate
a
synergistic
redox
catalyst
regime.
Detailed
mechanistic
studies
revealed
facile
cleavage,
which
allows
an
ample
substrate
scope,
providing
provide
robust
user‐friendly
access
to
annulated
heterocycles.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(22), P. 8910 - 8915
Published: Nov. 10, 2021
Chemical
transformation
with
vinylene
carbonate
as
an
emerging
synthetic
unit
has
recently
attracted
considerable
attention.
This
report
is
a
novel
conversion
pattern
carbonate,
in
which
such
vibrant
reagent
unprecedentedly
acts
difunctional
coupling
partner
to
complete
the
C-H
annulation
of
free
anilines.
From
commercially
available
substrates,
this
protocol
leads
rapid
construction
synthetically
versatile
2-methylquinoline
derivatives
(43
examples)
excellent
functionality
tolerance.
Advanced Synthesis & Catalysis,
Journal Year:
2021,
Volume and Issue:
364(4), P. 838 - 844
Published: Dec. 17, 2021
Abstract
A
convenient
and
effective
method
of
ruthenium‐catalyzed
C−H/N−H
annulations
using
vinylene
carbonate
as
oxidizing
acetylene
surrogate
has
been
disclosed.
This
is
scalable
compatible
with
a
wide
range
functional
groups,
providing
step‐economical
access
to
indole
synthesis
Preliminary
mechanistic
studies
provided
support
for
reversible,
acetate‐assisted
C−H
ruthenation,
along
subsequent
olefin
insertion.
magnified
image
