Molecules,
Год журнала:
2023,
Номер
28(23), С. 7869 - 7869
Опубликована: Ноя. 30, 2023
Both
sulfonyl
and
phosphorothioate
are
important
privileged
structural
motifs
which
widely
presented
in
pharmaceuticals
agrochemicals.
Herein,
we
describe
an
efficient
approach
to
synthesizing
sulfonyl-containing
phosphorothioates
by
merging
photoredox
copper
catalysis
at
room
temperature.
This
protocol
is
compatible
with
a
wide
range
of
substrates
can
be
applied
the
late-stage
modification
complex
molecules.
Control
experiments
conducted
demonstrate
generation
radical
transformation.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(12), С. 2758 - 2763
Опубликована: Апрель 24, 2024
Abstract
Herein,
we
present
a
(NH
4
)
2
S
O
8
mediated
difunctionalization
reaction
of
aryl
alkenes
with
quinoxalinones
and
P(O)SH
compounds.
This
method
enables
the
synthesis
various
phosphorothioate‐containing
quinoxalin‐2(1
H
)‐one
derivatives
(46
examples)
in
37–79%
yields.
The
is
compatible
range
functional
groups
easily
adaptable
to
large‐scale
synthesis.
Preliminary
studies
suggest
involvement
phosphorothioate
radicals
these
transformations.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(7), С. 4947 - 4957
Опубликована: Март 18, 2024
A
photoredox/copper-catalyzed
cascade
radical
cyclization/phosphorothiolation
reaction
of
N-allylbromoacetamides
and
P(O)SH
compounds
has
been
established.
broad
range
novel
nonfluorine-
or
difluoro-substituted
2-pyrrolidinones
bearing
the
C(sp3)-SP(O)(OR)2
moiety
can
be
conveniently
constructed
in
moderate
to
good
yields
under
mild
conditions.
Importantly,
most
tested
phosphorothiolated
showed
potent
inhibitory
effects
toward
both
AChE
BChE.
Chemical Science,
Год журнала:
2023,
Номер
14(44), С. 12767 - 12773
Опубликована: Янв. 1, 2023
Herein,
we
present
a
synthetic
procedure
for
the
facile
and
general
preparation
of
novel
S-alkenyl
dienyl
phosphoro(di)thioates
first
time.
Extensive
mechanistic
investigations
support
that
reactions
rely
on
photochemical
excitation
halogen-bonding
complex,
formed
with
phosphorothioate
salt
an
alkenyl
or
bromide,
which
light-induced
fragmentation
leads
to
formation
desired
products
through
radical-based
pathway.
The
substrate
scope
is
broad
exhibits
wide
functional
group
tolerance
in
final
compounds,
including
molecules
derived
from
natural
products,
all
unknown
potentially
interesting
biological
properties.
Eventually,
very
efficient
continuous
flow
protocol
was
developed
upscale
these
reactions.
Organic Letters,
Год журнала:
2023,
Номер
25(46), С. 8296 - 8301
Опубликована: Ноя. 10, 2023
A
convenient
copper-catalyzed
three-component
radical-based
fluoroalkylphosphorothiolation
of
terminal
alkynes
with
(iPrO)2P(O)SH
and
fluoroalkylation
reagent
for
the
synthesis
a
variety
(E)-β-fluoroalkyl
vinyl
phosphorothioates
excellent
regioselectivity
stereoselectivity
has
been
developed.
All
starting
materials
used
in
this
reaction
are
highly
stable
readily
available.
Thus,
process
features
mild
conditions,
simple
operation
good
functional
group
tolerance
(>40
examples).
Furthermore,
modular
system
allows
late-stage
functionalization
bioactive
molecules.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(20), С. 5731 - 5740
Опубликована: Янв. 1, 2024
A
simple
and
practical
method
for
the
synthesis
of
S
-alkyl
phosphorothioates/phosphorodithioates
through
three-component
reaction
cyclic
sulfonium
salts
with
8
,
H
-phosphonates,
or
P
4
10
alcohols
was
readily
developed.
Green Chemistry,
Год журнала:
2024,
Номер
26(21), С. 10886 - 10892
Опубликована: Янв. 1, 2024
A
halide-
and
metal-free
method
for
forming
C–S/Se–P(O)
bonds
using
allylic
alcohols,
P(O)H
compounds,
elemental
sulfur/selenium
is
reported,
eliminating
the
need
toxic,
odorous,
moisture-sensitive
starting
materials.
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(20), С. 5841 - 5846
Опубликована: Янв. 1, 2024
A
N
-chlorosuccinimide-promoted
electrophilic
phosphorothiolation/cyclization
of
alkynes
for
the
construction
phosphorothiolated
heterocycles
under
metal-
and
additive-free
conditions
has
been
developed.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Фев. 4, 2025
An
efficient
and
practical
method
for
synthesizing
vinyl
phosphorothioates
has
been
demonstrated
through
a
visible-light-induced
three-component
reaction
of
alkenyl
sulfonium
salts,
S8,
H-phosphonates.
This
facilitates
the
synthesis
diverse
range
with
wide
substrate
scope
functional
group
tolerance.
Preliminary
mechanistic
studies
suggest
that
involves
phosphorothioate
radical-triggered
process.
