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.
Organic & Biomolecular Chemistry,
Год журнала:
2020,
Номер
18(43), С. 8793 - 8809
Опубликована: Янв. 1, 2020
Sulfur
ylides
first
disclosed
in
1930
started
to
gain
more
attention
the
1960s,
thanks
mainly
studies
by
Corey
and
Chaykovsky
on
their
use
for
preparation
of
strained
rings.
More
recently,
chemistry
these
compounds
has
experienced
important
growth,
part
due
similarity
reactivities
with
diazo
compounds.
This
short
review
provides
an
overview
great
assortment
reactions
sulfoxonium
ylides,
outlining
a
comparison
between
congeners:
sulfonium
Insertion
reactions,
cyclisation
ring-opening
are
highlighted,
giving
particular
catalytic
asymmetric
methodologies.
Organic & Biomolecular Chemistry,
Год журнала:
2021,
Номер
19(7), С. 1438 - 1458
Опубликована: Янв. 1, 2021
The
review
highlighted
diverse
annulations,
including
nitrogen,
oxygen,
sulfur
heterocycles
and
carbocylizations
via
Rh(iii)/Ir(iii)-catalyzed
C–H
functionalization/annulation
with
various
arene
carbene
precursors.
Organic & Biomolecular Chemistry,
Год журнала:
2020,
Номер
18(24), С. 4497 - 4518
Опубликована: Янв. 1, 2020
Quinazolinone
and
its
congeners
are
ubiquitous
structural
motifs
found
in
numerous
natural
products
due
to
their
wide
applications
as
anticancer,
antiviral,
anti-inflammatory,
antifolate
antitumor
agents
etc.
Previously,
the
synthetic
community
devoted
efforts
towards
approaches
but
recent
years
have
also
witnessed
an
upsurge
diversification
of
this
scaffold
applications.
Thus,
review
(from
2011
beginning
2020)
comprehensively
focuses
on
transition
metal
catalyzed
C-H
bond
functionalization
namely
arylation,
amination,
acetoxylation,
amidation,
alkylation,
alkenylation,
alkynylation,
halogenation,
thiolation,
trifluoroethylation
quinazolin-4(3H)-one.
Additionally,
we
briefly
elucidate
plausible
mechanistic
pathways,
scope
limitations.
Chemistry - An Asian Journal,
Год журнала:
2021,
Номер
16(5), С. 443 - 459
Опубликована: Янв. 15, 2021
Metal
carbenes
play
a
pivotal
role
in
transition-metal-catalyzed
synthetic
transfer
reactions.
The
metal
carbene
is
generated
either
from
diazo
compound
through
facile
extrusion
of
N2
with
catalyst
or
situ
other
sources
like
triazoles,
pyriodotriazoles,
sulfoxonium
ylides
and
iodonium-ylide.
On
the
hand,
Co(III),
Rh(III)
&
Ir(III)-catalyzed
C-H
functionalizations
have
been
well
established
as
key
step
to
enable
construction
various
transformations.
Interestingly,
recent
years,
merging
these
two
concepts
activation
migratory
insertion
gained
much
attention,
particular
group
9
metal-catalyzed
arene
precursors
via
insertion.
In
this
review,
we
summarize
advances
direct
alkylation/alkenylation/arylation
also
discuss
intermediates
within
catalytic
cycles.
Frontiers in Chemistry,
Год журнала:
2022,
Номер
10
Опубликована: Сен. 30, 2022
With
an
alarming
increase
in
the
number
of
cancer
patients
and
a
variety
tumors,
it
is
high
time
for
intensive
investigation
on
more
efficient
potent
anti-tumor
agents.
Though
numerous
agents
have
enriched
literature,
still
there
exist
challenges,
with
availability
different
targets
possible
cross-reactivity.
Herein
we
chosen
phosphoinositide
3-kinase
(PI3K)
as
target
interest
investigated
potential
pyrido
fused
imidazo[4,5-
c
]quinoline
derivatives
to
bind
strongly
active
site,
thereby
inhibiting
progression
various
types
tumors.
The
AutoDock,
Glide
Prime-MM/GBSA
analysis
are
used
execute
molecular
docking
validation
designed
compounds.
property
evaluations
were
carried
out
by
using
PASS
algorithm.
Based
GLIDE
score,
binding
affinity
molecules
towards
PI3K
was
evaluated.
energetics
associated
static
interactions
revealed
1j
most
candidate
dynamic
investigations
including
RMSD,
RMSF,
Rg,
SASA
hydrogen
bonding
also
supported
same
through
relative
stabilization
induced
ligand
interactions.
Subsequently,
free
energy
Wortmannin
complex
calculated
MM-PBSA
analysis.
Further
prediction
algorithm
above
results.
studies
reveal
that
evidence
considering
appropriate
compounds
Asian Journal of Organic Chemistry,
Год журнала:
2022,
Номер
11(4)
Опубликована: Март 23, 2022
Abstract
In
recent
years,
the
transition‐metal‐catalyzed
functionalization
reactions
of
sulfoxonium
ylides
have
been
explored
extensively
because
their
usefulness
as
carbene‐transfer
agents,
since
they
can
produce
metal
carbenes
through
catalysis.
Moreover,
are
safer
and
advantages
simple
handling
good
stability
over
other
counterparts
like
diazo‐compounds.
This
review
article
attempts
to
highlight
advances
in
metal‐catalyzed
C−H
ylides.
Organic & Biomolecular Chemistry,
Год журнала:
2022,
Номер
20(5), С. 1112 - 1116
Опубликована: Янв. 1, 2022
The
direct
synthesis
of
isocoumarin
skeletons
has
been
realized
through
the
Rh(
iii
)-catalyzed
[3
+
3]
annulation
sulfoxonium
ylides
and
iodonium
under
mild
conditions.
Organic & Biomolecular Chemistry,
Год журнала:
2022,
Номер
20(32), С. 6293 - 6313
Опубликована: Янв. 1, 2022
As
one
of
the
most
important
structural
units
in
pharmaceuticals
and
medicinal
chemistry,
quinazolinone
its
derivatives
exhibit
a
wide
range
biological
pharmacological
activities,
including
anti-inflammatory,
antitubercular,
antiviral,
anticancer
etc.
In
particular,
2,3-fused
quinazolinones
have
attracted
much
attention
because
rings
fused
to
2,3-positions
improve
their
rigidity
planarity.
Their
synthetic
strategies
made
great
advances
recent
years.
Therefore,
this
review
focuses
on
novel
for
synthesis
from
2017
2022,
such
as
difunctionalization
alkenes,
ring-opening
easily
available
small
rings,
dehydrogenative
cross-coupling
reactions,
transition-metal
catalyzed
cyclizations,
cycloadditions,
other
cascade
reactions.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(6), С. 4134 - 4153
Опубликована: Март 4, 2022
Air-stable,
highly
abundant,
and
cost-effective
Co(III)-catalyzed
redox-neutral
[4
+
2]-annulation
of
aromatic
sulfoxonium
ylides
with
1,3-diynes
providing
useful
substituted
1-naphthol
derivatives
in
a
regioselective
manner
is
described.
Further,
the
prepared
1-naphthols
having
internal
alkyne
were
converted
into
polycarbocyclic
molecules
spiro-dienone
good-to-excellent
yields.
A
possible
reaction
mechanism
involving
ortho
C–H
activation
as
key
step
was
proposed
supported
by
deuterium
labeling
kinetic
isotope
studies.
