Recent Advances on Direct Phosphorothiolation Reactions
Haifa Zheng,
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Ju Peng,
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Xiang Liu
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et al.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: July 23, 2024
Abstract
Organophosphorothioates
are
organic
molecules
containing
sulfur
and
phosphorus,
with
significant
biological
activity
physicochemical
properties,
widely
used
in
synthesis,
medicinal
chemistry,
the
agrochemical
industry.
In
particular,
many
phosphorothioates
display
a
variety
of
activities,
such
as
antifungal,
antibacterial,
anti‐parasite,
anticancer,
so
on.
Traditionally,
synthesis
has
mainly
relied
on
indirect
methods
involving
construction
S−P
bond.
recent
years,
direct
phosphorothiolation
gained
attention
reliable
rapid
method
for
introducing
−S−P(O)(OR)
2
group
into
parent
molecules.
This
article
reviews
latest
advances
reactions,
categorized
based
different
sources
group.
Language: Английский
Electrochemical Synthesis of Vinyl, Alkyl, and Allyl Sulfones from Sodium Sulfinates and Olefins
Pengkai Fang,
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Qingxu Wang,
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Xiaoqian Shen
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(17), P. 12619 - 12627
Published: Aug. 16, 2024
An
electrochemical
synthesis
of
vinyl,
alkyl,
and
allyl
sulfones
using
sodium
sulfinates
olefins
was
reported.
This
method
uses
direct
current
to
pass
through
an
undivided
cell
equipped
with
graphite
carbon
electrodes,
a
series
diverse
sulfone
compounds
can
be
synthesized
at
room
temperature
in
high
yields.
Language: Английский
Alkoxy Radical‐Triggered 1,1,2‐Trifunctionalization of Unactivated Alkenes towards N,O‐Spiroaminals
Min Dong,
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Xi Lu,
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Yu Sha
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et al.
Chinese Journal of Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 18, 2025
Comprehensive
Summary
N,O‐Spiroaminals
have
potential
biological
activities
and
abilities
to
modulate
the
physicochemical
pharmacokinetic
properties
of
drug
molecules.
However,
effective
catalytic
methods
for
efficient
construction
N,O‐spiroaminals
are
still
limited
date.
Herein,
we
report
a
novel
1,1,2‐trifunctionalization
unactivated
alkenes
rapidly
efficiently
obtain
diverse
array
architecturally
intriguing
N,O‐spiroaminals.
This
methodology
exhibits
broad
substrate
scope,
good
functional
group
compatibility,
synthetic
utility
by
scale‐up
reaction,
product
derivatizations
late‐stage
functionalization
complex
biorelevant
molecule.
Notably,
this
transformation
selectively
allows
formation
three
new
chemical
bonds
(C–O,
C–C,
C–N)
one
spiro
quaternary
carbon
center
across
C‐C
double
bonds.
Language: Английский
Iron‐Mediated Desulfonylative Cross‐Electrophile Couplings of Heteroaryl Sulfones with Thiosulfonates for Efficient Synthesis of Heteroaryl Sulfides
Yuan He,
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Jie Pan,
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Ying Yan
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et al.
Chinese Journal of Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 28, 2025
Comprehensive
Summary
A
desulfonylative
thiolation
between
heteroaryl
sulfones
and
thiosulfonates
for
the
efficient
synthesis
of
sulfides
was
developed.
The
cross‐electrophile
couplings
proceeded
effectively
via
old
C–SO
2
bond
cleavage
new
C–S
formation
in
presence
cheapest
widely
available
iron
powder
as
mediator
under
transition
metal
catalyst‐free
conditions,
leading
to
a
wide
array
derived
from
benzo[
d
]thiazole,
]oxazole,
thiazole,
1,3,4‐thiadiazole,
1
H
‐tetrazole
modest
excellent
yields.
In
addition,
reaction
exhibited
good
functional
group
compatibility,
protocol
could
also
be
applicable
use
selenosulfonate
substrate
subjected
scale‐up
with
equal
ease.
Notably,
unreacted
readily
recovered
after
by
resorting
attracting
property
magnetic
stir
bar
iron.
Language: Английский
Electrochemical Synthesis of Alkenylsulfonates from Alkynes, NaHSO3 and Alcohols
Xiaoman Wang,
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Qianqian Chen,
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Jinhang Zhou
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et al.
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 7, 2024
Comprehensive
Summary
Alkenylsulfonates
are
commonly
encountered
in
medicinal
chemistry,
polymer
and
organic
synthesis.
In
this
research,
an
electrochemical
reaction
involving
alkynes,
NaHSO
3
,
alcohols
has
been
developed.
This
method
yields
functionalized
alkenylsulfonates
good
with
broad
functional
group
tolerance.
Mechanism
studies
indicate
that
anodic
oxidation
of
inorganic
sulfite,
radical
insertion
process,
HAT
process
involved
transformation.
Language: Английский
Electrophotocatalytic Thiocyanation and Sulfonylation Cyclization of Unactivated Alkenes
Yingchun Ma,
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Ping Yu,
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Ruoyu Qin
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 18, 2024
We
report
an
electrophotocatalytic
process
that
enables
the
thiocyanation
and
sulfonylation/cyclization
of
alkenes.
It
is
applicable
to
a
wide
range
unactivated
alkenes,
using
inexpensive
photocatalyst
2,4,6-triphenylpyrylium
tetrafluoroborate
(TPPT)
produce
diverse
array
heterocycles
containing
sulfonyl
thiocyano
groups
with
good
functional
group
tolerance.
The
protocol
operates
under
mild,
chemical
oxidant-
transition-metal-free,
broad
scope
substrates.
Preliminary
mechanistic
studies
suggest
reaction
involves
combination
electrolysis
reductive
quenching
photocatalytic
cycle
TPPT.
Language: Английский