Catalysts,
Год журнала:
2023,
Номер
13(4), С. 689 - 689
Опубликована: Март 31, 2023
Sulfur
ylides
are
an
important
class
of
organic
compounds
due
to
their
ability
perform
many
different
transformations
that
can
give
diverse
and
interesting
products
with
a
high
degree
complexity.
Although
metal-catalyzed
frequent
in
this
compounds,
organocatalyzed
remain
scarce.
From
initial
works,
review
aims
show
from
sulfur
ylides,
involving
cyclopropanation
formal
N–H,
S–H,
C–H
insertion
reactions,
including
enantioselective
versions.
The
proposed
mechanisms
the
modes
activation
these
organocatalysts
will
be
covered.
Furthermore,
advances
area
potential
challenges
circumvented
near
future
also
discussed.
Organic Letters,
Год журнала:
2021,
Номер
23(24), С. 9446 - 9450
Опубликована: Дек. 2, 2021
The
first
example
of
organocatalytic
enantioselective
C–H
insertion
reactions
indoles
and
sulfoxonium
ylides
is
reported.
Under
the
influence
phosphoric
acid
catalysis,
levels
enantiocontrol
in
range
20–93%
ee
moderate
yields
(up
to
50%)
were
achieved
for
29
examples
formal
free
α-carbonyl
ylides.
No
nitrogen
protection
on
indole
necessary.
Nature Communications,
Год журнала:
2022,
Номер
13(1)
Опубликована: Ноя. 3, 2022
The
development
of
novel
methodologies
for
the
introduction
sulfoxonium
group
under
mild
conditions
is
appealing
but
remains
underexplored.
Herein
we
report
synthesis
a
class
hypervalent
iodine
reagents
with
transferrable
group.
These
compounds
enable
mixed
iodonium-sulfoxonium
ylide
reactivity.
well-defined
are
examined
in
visible-light-promoted
cyclization
reactions
wide
range
unsaturated
bonds
including
alkenes,
alkynes,
nitriles,
and
allenes.
Two
distinct
pathways
identified,
which
controlled
by
substituent
bond.
cycloaddition
protocol
features
simple
operation,
reaction
conditions,
excellent
functional
tolerance,
affording
broad
sulfoxonium-containing
cyclic
structures
moderate
to
yields.
Furthermore,
sufoxonium
product
can
be
transformed
into
diverse
groups
structural
motifs
via
single
electron
transfer
transition-metal
catalysis.
Chemical Communications,
Год журнала:
2022,
Номер
59(3), С. 318 - 321
Опубликована: Дек. 7, 2022
A
rhodium(III)-catalyzed
regioselective
C2-alkenylation
of
indoles
for
the
construction
α-CF3
substituted
enamines
has
been
developed,
which
utilizes
CF3-imidoyl
sulfoxonium
ylides
(TFISYs)
as
alkenylating
agents
first
time.
wide
array
indolyl-
and
trifluoromethyl-decorated
enamine
derivatives
have
assembled
in
moderate
to
good
yields.
Chemical Science,
Год журнала:
2022,
Номер
14(3), С. 604 - 612
Опубликована: Дек. 3, 2022
Visible-light-mediated
methods
were
heavily
studied
as
a
useful
tool
for
cysteine-selective
bio-conjugation;
however,
many
current
suffer
from
bio-incompatible
reaction
conditions
and
slow
kinetics.
To
address
these
challenges,
herein,
we
report
transition
metal-free
thiol-sulfoxonium
ylide
photo-click
that
enables
bioconjugation
under
bio-compatible
conditions.
The
is
highly
generally
finished
within
minutes
with
naturally
occurring
riboflavin
derivatives
organic
photocatalysts.
catalysts
substrates
are
readily
accessible
bench
stable
have
satisfactory
water
solubility.
As
proof-of-concept
study,
the
was
smoothly
applied
in
chemo-proteomic
analysis,
which
provides
efficient
tools
to
explore
druggable
content
of
human
proteome.
Catalysts,
Год журнала:
2023,
Номер
13(4), С. 689 - 689
Опубликована: Март 31, 2023
Sulfur
ylides
are
an
important
class
of
organic
compounds
due
to
their
ability
perform
many
different
transformations
that
can
give
diverse
and
interesting
products
with
a
high
degree
complexity.
Although
metal-catalyzed
frequent
in
this
compounds,
organocatalyzed
remain
scarce.
From
initial
works,
review
aims
show
from
sulfur
ylides,
involving
cyclopropanation
formal
N–H,
S–H,
C–H
insertion
reactions,
including
enantioselective
versions.
The
proposed
mechanisms
the
modes
activation
these
organocatalysts
will
be
covered.
Furthermore,
advances
area
potential
challenges
circumvented
near
future
also
discussed.
