This
work
demonstrates
Cu–NHC
(NHC
=
N-heterocyclic
carbene)
catalyzed
alkynylation
of
aryl
thianthrenium
salts
via
thiazol-2-ylidene
ligands,
achieving
a
Pd-free
Sonogashira
coupling
with
broad
substrate
compatibility
and
functional
group
tolerance.
Late-stage
pharmaceutical
rare
alkynylative
C–H
functionalization/ring-opening
pathways
are
enabled.
Thiazol-2-ylidenes,
featuring
"half-umbrella"-shaped
geometry,
exhibit
superior
catalytic
performance
over
traditional
imidazol-2-ylidenes,
underscoring
their
unique
ligand
efficacy.
catalysis
enables
the
use
as
versatile
electrophiles
for
diverse
cross-couplings
under
mild
conditions.
RSC Advances,
Год журнала:
2021,
Номер
11(26), С. 15989 - 16003
Опубликована: Янв. 1, 2021
A
highly
efficient,
robust,
and
green
protocol
has
been
developed
for
the
synthesis
of
acridine
quinazoline
derivatives
in
water
under
mild
reaction
conditions
using
a
Fe3O4@Sap/Cu(ii)
nanocomposite
as
an
efficient
heterogeneous
catalyst.
Organic Letters,
Год журнала:
2021,
Номер
23(17), С. 6740 - 6744
Опубликована: Авг. 12, 2021
A
Co-catalyzed
cyclization
reaction
of
isocyanides,
azides,
and
amines
to
access
quinazoline
derivatives
was
described.
This
protocol
features
a
high
atom
economy,
mild
conditions,
excellent
yields,
broad
substrate
scope.
cascade
involved
three
or
four
C–N
bonds
the
formation
one
two
rings.
The
quinazolin-4(H)-imines
obtained
are
proven
be
versatile
intermediates
for
further
valuable
transformations.
It
also
found
that
cobalt
catalyst
could
isolated
from
mixture
reused.
ACS Omega,
Год журнала:
2022,
Номер
7(43), С. 39147 - 39158
Опубликована: Окт. 17, 2022
Herein,
we
have
developed
a
novel
synthetic
route
for
the
synthesis
of
chromeno[4,3-d]pyrido[1,2-a]pyrimidin-6-one
derivatives
8a-q
using
an
acid
ionic
liquid
[CMMIM][BF4-]
4
via
one-pot,
three-component
in
aqueous
ethanol
at
room
temperature.
A
series
17
been
successfully
prepared
with
up
to
93%
yield.
All
synthesized
were
well
characterized
1H-NMR,
13C-NMR,
and
FT-IR
spectral
techniques.
Additionally,
photophysical
properties
12
selected
including
molar
extinction
coefficient
(ε),
Stokes
shift
(Δυ̅),
quantum
yield
(Φ)
varying
from
0.52095
×
104
0.93248
104,
4216
4668
cm-1,
0.0088
0.0459,
respectively,
determined.
Furthermore,
experimental
data
are
supported
by
density
functional
theory
(DFT)
time-dependent
DFT
calculations.
Theoretical
investigations
showed
trend
similar
results.
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
42(15), С. 1686 - 1690
Опубликована: Март 15, 2024
Comprehensive
Summary
A
new,
selective
Ru(II)‐catalyzed
alkynylation
reaction
of
isoquinolones,
quinazolones
and
phthalazinones
with
readily
available
bromoalkynes
has
been
developed.
This
enables
the
construction
a
new
C(sp
2
)‐C(sp)
bond
through
C—H
activation
C—Br
functionalization,
offers
an
effective
route
to
synthesizing
highly
valuable
alkynylated
isoquinolone,
quinazolone
phthalazinone
derivatives
wide
substrate
scope
high
selectivity.
This
work
demonstrates
Cu–NHC
(NHC
=
N-heterocyclic
carbene)
catalyzed
alkynylation
of
aryl
thianthrenium
salts
via
thiazol-2-ylidene
ligands,
achieving
a
Pd-free
Sonogashira
coupling
with
broad
substrate
compatibility
and
functional
group
tolerance.
Late-stage
pharmaceutical
rare
alkynylative
C–H
functionalization/ring-opening
pathways
are
enabled.
Thiazol-2-ylidenes,
featuring
"half-umbrella"-shaped
geometry,
exhibit
superior
catalytic
performance
over
traditional
imidazol-2-ylidenes,
underscoring
their
unique
ligand
efficacy.
catalysis
enables
the
use
as
versatile
electrophiles
for
diverse
cross-couplings
under
mild
conditions.
