Chemistry - A European Journal,
Journal Year:
2022,
Volume and Issue:
29(5)
Published: Nov. 3, 2022
Organic
ultralong
room-temperature
phosphorescence
(RTP)
materials
have
attracted
great
attention
for
their
wide
applications
in
optoelectronic
devices
and
bioimaging.
However,
the
development
of
these
remains
a
challenging
task,
partially
due
to
lack
rational
molecular
design
strategies
unclear
luminescence
mechanisms.
Herein,
we
present
method
facile
access
structurally
diverse
substituted
1-aminoisoquinoline
derivatives
through
copper-catalyzed
one-pot
three-component
coupling
reaction
that
provides
promising
approach
rapidly
assemble
library
1-aminoisoquinolines
exploring
regularity
host-guest
doped
system.
A
series
RTP
with
wide-ranging
lifetimes
from
4.4
299.3
ms
were
constructed
by
doping
various
isoquinolines
into
benzophenone
(BP).
Furthermore,
4
r/BP
nanoparticles
could
be
used
in-vivo
imaging
signal-to-noise
ratio
value
as
high
32,
revealing
potential
isoquinoline
framework
construction
high-performance
materials.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
23(21), P. 8527 - 8532
Published: Oct. 20, 2021
Here
we
report
a
novel
Rh-catalyzed
C−H/C−H
alkenylation
of
N-arylmethanimines
with
vinylene
carbonate
acting
as
unit.
Forty
examples
C3,C4-nonsubstituted
quinolines
were
achieved
from
commercially
available
starting
materials.
This
identified
process
features
an
exceedingly
simple
system,
lower
loading
catalyst,
and
the
capacity
for
postfunctionalization
bioactive
molecules.
The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
86(24), P. 18204 - 18210
Published: Nov. 25, 2021
Manganese-catalyzed
C-H
bond
functionalization
of
aryl
amidines
for
the
synthesis
1-aminoisoquinolines
in
presence
vinylene
carbonate
has
been
developed.
The
reaction
features
a
broad
substrate
scope
and
proceeds
under
mild
conditions
with
only
anion
as
byproduct.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(14), P. 2613 - 2618
Published: April 4, 2022
A
rhodium-catalyzed
cyclization
of
azobenzenes
and
vinylene
carbonate
via
C-H
bond
activation
to
construct
indazolo[2,3-a]quinolines
has
been
developed.
This
protocol
offers
an
efficient
method
for
synthesis
the
titled
products
in
good
yields
with
broad
functional
group
tolerance.
In
this
reaction,
three
C-C
bonds
C-N
are
formed
one
pot,
(VC)
acts
as
C1
C2
synthons
well
"vinylene
transfer"
agent
acylation
reagent
construction
target-fused
heterocycles.
Moreover,
exhibit
favorable
fluorescence
properties,
which
indicate
their
potential
application
fluorescent
materials
biosensors.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(22), P. 5717 - 5734
Published: Jan. 1, 2023
Vinylene
carbonate
(VC)
has
emerged
as
a
promising
coupling
partner
to
participate
in
various
attractive
C–H
conversions
and
implement
an
increasing
number
of
novel
reactions.
In
this
review,
we
provide
summary
the
advancements
achieved
metal-catalyzed
functionalization
using
VC.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(9), P. 1457 - 1464
Published: April 14, 2023
Abstract
In
this
study,
Rh(III)‐catalyzed
C−H
bifunctionalization
and
direct
vinylene
annulation
of
sulfoxonium
ylides
N
‐carbamoylindoles
with
carbonate
was
accomplished,
which
afforded
a
series
naphthalenones
containing
β‐ketosulfoxonium
ylide
moiety,
isocoumarins,
pyrimidones.
This
protocol
featured
mild
conditions,
broad
substrate
scope,
functional‐groups
compatibility.
addition,
related
applications
preliminary
mechanistic
exploratory
were
also
investigated
magnified
image
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.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(18), P. 3206 - 3209
Published: May 4, 2023
Isoquinoline
is
a
privileged
structure
in
many
bioactive
compounds
and
valuable
ligands.
Transition-metal-catalyzed
oxidative
annulation
of
imine
derivatives
has
become
promising
synthetic
method;
however,
catalytic
synthesis
3,4-nonsubstituted
isoquinolines
by
formal
acetylene
been
scarce
to
date.
Herein,
we
introduce
vinyl
selenone
as
an
effective
surrogate
for
the
Rh-catalyzed
annulative
coupling
under
mild
conditions.
The
Se
fragment
can
be
recovered
diselenide
recycled.
product
readily
converted
1-aminoisoquinolines.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(20), P. 3400 - 3412
Published: Sept. 6, 2023
Abstract
Recently,
vinylene
carbonate
has
been
developed
as
a
powerful
synthon
in
transition
metal‐catalyzed
C−H
bond
activation/cyclization
reactions.
This
review
introduces
recent
progress
the
use
of
reactant,
by
analyzing
and
comparing
reaction
models
involving
surrogate
ethynol,
acetylene,
acetylation
reagents
or
other
reactants,
while
addressing
related
mechanisms
synthetic
applications.
Organic & Biomolecular Chemistry,
Journal Year:
2022,
Volume and Issue:
20(48), P. 9604 - 9608
Published: Jan. 1, 2022
An
efficient
metal-free
annulative
vinylene
transfer
protocol
for
the
synthesis
of
benzo-fused
indolizines
via
1,3-dipolar
cycloadditions
N-ylides
with
carbonate
has
been
developed.
Vinylene
serves
as
an
acetylene
surrogate
without
any
external
oxidant
involved.
This
transformation
leads
to
direct
construction
versatile
indolizine
derivatives
in
moderate
good
yields.