Advanced Synthesis & Catalysis,
Год журнала:
2023,
Номер
365(24), С. 4672 - 4676
Опубликована: Ноя. 10, 2023
Abstract
2‐Iminothiazolidin‐4‐one,
5‐ethylidenethiazolidin‐4‐one,
and
thiazolidine‐4‐thione
are
all
medicinally
relevant
structures.
In
this
work,
a
NaSO
2
CF
3
‐promoted
[2+2+1]
cascade
annulation
reaction
of
‐imidoyl
sulfoxonium
ylides
isothiocyanates
was
reported
to
synthesize
variety
decorated
thiazolidine‐4‐thiones
in
35–91%
yields
with
exclusive
stereoselectivity.
The
gram‐scale
further
chemoselective
S
‐alkylations
demonstrated
the
synthetic
utilities
transformation.
Chemical Reviews,
Год журнала:
2022,
Номер
122(15), С. 12544 - 12747
Опубликована: Июль 17, 2022
1,1,1,3,3,3-Hexafluoroisopropanol
(HFIP)
is
a
polar,
strongly
hydrogen
bond-donating
solvent
that
has
found
numerous
uses
in
organic
synthesis
due
to
its
ability
stabilize
ionic
species,
transfer
protons,
and
engage
range
of
other
intermolecular
interactions.
The
use
this
exponentially
increased
the
past
decade
become
choice
some
areas,
such
as
C–H
functionalization
chemistry.
In
review,
following
brief
history
HFIP
an
overview
physical
properties,
literature
examples
reactions
using
or
additive
are
presented,
emphasizing
effect
each
reaction.
Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
9(16), С. 4388 - 4393
Опубликована: Янв. 1, 2022
The
synthesis
of
3-trifluoromethylisoquinolinones
by
a
ruthenium(
ii
)-catalyzed
C–H
activation/annulation
reaction
benzoic
acids
and
CF
3
-imidoyl
sulfoxonium
ylides
has
been
achieved.
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.
The Journal of Organic Chemistry,
Год журнала:
2021,
Номер
87(2), С. 1124 - 1132
Опубликована: Дек. 29, 2021
An
efficient
and
practical
strategy
was
developed
to
synthesize
1,3,4-triaryl-6-trifluoromethylpyridones
from
CF3-imidoyl
sulfoxonium
ylides
cyclopropenones
in
good
excellent
yields.
This
stepwise
[3
+
3]
annulation
reaction
carried
out
under
transition-metal-,
additive-,
solvent-free
conditions,
generating
1
equiv
of
dimethyl
sulfoxide
as
byproduct
tolerating
a
series
functional
groups.
Organic Letters,
Год журнала:
2022,
Номер
24(43), С. 8062 - 8066
Опубликована: Окт. 24, 2022
An
efficient
base,
additive
and
metal-free
synthetic
methods
for
α-ketothioamide
α-ketoamide
derivatives
from
readily
available
sulfoxonium
ylides
have
been
described.
Sulfoxonium
with
primary
or
secondary
amines
afforded
α-ketothioamides
in
the
presence
of
elemental
sulfur,
whereas
α-ketoamides
were
produced
when
I2
TBHP
present.
The
reaction
proceeded
well
at
room
temperature
generated
corresponding
molecules
good
to
excellent
yields.
can
be
scaled-up
tolerated
by
a
range
functional
groups
simple
operational
procedures.
Organic Letters,
Год журнала:
2021,
Номер
23(19), С. 7407 - 7411
Опубликована: Сен. 20, 2021
A
lithium-bromide-promoted
nucleophilic
substitution/annulation
cascade
reaction
between
CF3-imidoyl
sulfoxonium
ylides
and
1,3-dicarbonyl
compounds
has
been
established,
the
corresponding
1,2,3-trisubstituted
5-trifluoromethylpyrroles
have
obtained
in
27–78%
yield.
This
features
a
broad
substrate
scope
generates
dimethyl
sulfoxide
H2O
as
byproducts.
ACS Catalysis,
Год журнала:
2024,
Номер
unknown, С. 17398 - 17404
Опубликована: Ноя. 12, 2024
Chiral
η6-benzene
ruthenium(II)
(BenRuII)-catalyzed
asymmetric
C–H
activations
are
challenging
and
rarely
seen
in
the
literature.
Herein,
activation/cyclization
of
sulfoximines
with
sulfoxonium
ylides
catalyzed
by
chiral
BenRuII
catalyst
derived
from
(S)-H8–BINOL
is
described.
It
provides
efficient
access
to
various
sulfur-chiral
1,2-benzothiazine
1-oxides
high
yields
enantioselectivities
(up
99%
yield
98%
ee).
Kinetic
resolution
racemic
was
also
feasible.
The
reaction
mechanism
studied
tool
H/D
exchange
kinetic
isotope
effect.
metallacycle
revealing
origin
induction
prepared,
characterized,
proved
effective
for
model
reaction.
This
work
demonstrates
great
potential
catalysts
activation.
Chemical Communications,
Год журнала:
2020,
Номер
56(49), С. 6688 - 6691
Опубликована: Янв. 1, 2020
A
rhodium(iii)-catalyzed
ortho-C-H
functionalization
of
sulfoxonium
ylides
followed
by
intramolecular
annulation
reactions
with
quinones
was
described,
where
the
carbonyl
in
served
as
a
chelation
group.
This
protocol
leads
to
efficient
formation
2-hydroxy-6H-benzo[c]chromen-6-one
derivatives,
proceeding
cleavage
C(O)-S
bond
ylides.
featured
high
chemo-selectivity
and
functional
group
tolerance,
acted
aroyl
sources.
