The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
89(1), P. 363 - 372
Published: Dec. 12, 2023
Herein,
we
have
developed
a
new
method
for
the
synthesis
of
((methyl-d3)sulfonyl)ethyne,
which
is
cost-effective
and
environmentally
friendly
can
be
synthesized
at
gram
level.
As
an
ideal
thiol-yne
reagent,
it
reacted
with
various
types
thiols
to
afford
(Z)-
(E)-type
vinyl
sulfides
under
different
conditions
high
selectivity.
In
addition,
complete
conformational
transition
from
Z-
E-type
products
suitable
conditions,
also
carry
out
further
derivatization
smoothly.
The
deuterium
content
all
was
greater
than
99%.
preliminary
mechanistic
studies
support
visible
light-mediated
radical
course,
herein
provide
novel
efficient
synthetic
strategy
direct
introduction
deuterated
methyl
groups,
enriching
methods
construction
C–S
bond-containing
compounds.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(22), P. 15661 - 15669
Published: Nov. 1, 2022
By
employing
Cu(CH3CN)4PF6
as
the
catalyst
and
tert-butyl
hydroperoxide
oxidant,
we
realized
a
three-component
radical
selenosulfonation
of
substituted
maleimides,
sulfonyl
hydrazides,
diphenyl
diselenides,
providing
series
3,4-selenosulfonylated
succinimides
in
moderate
to
good
yields.
This
reaction
features
broad
substrate
scopes,
high
functional-group
tolerability,
feasibility
gram-scale
synthesis,
enabling
one-step
construction
C–SO2
C–Se
bonds
under
mild
conditions.
Preliminary
mechanistic
studies
support
free-radical-induced
pathway.
Organic Chemistry Frontiers,
Journal Year:
2023,
Volume and Issue:
10(24), P. 6096 - 6102
Published: Jan. 1, 2023
We
describe
a
novel
1,2,2-trifunctionalization
of
maleimides
with
1,7-enynes
and
oxime
esters
through
simultaneous
construction
four
C−C
bonds
C≡N
bond
in
one
pot
based
on
the
radical
relay/1,5-hydrogen-atom
transfer
(HAT).
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(6), P. 3931 - 3940
Published: March 7, 2024
The
electrochemical
oxidative
radical–radical
cross-coupling
of
sulfonyl
hydrazides
with
diselenides
for
the
synthesis
selenosulfonates
was
successfully
accomplished.
method
is
applicable
to
a
wide
range
aromatic/aliphatic
and
diselenides,
providing
products
in
good
excellent
yields.
Notably,
this
protocol
stands
out
its
green
sustainable
nature,
as
it
does
not
rely
on
transition
metals
oxidizing
agents,
starting
materials
are
cost-effective
readily
available.
ChemistrySelect,
Journal Year:
2024,
Volume and Issue:
9(44)
Published: Nov. 1, 2024
Abstract
Rapid
access
to
unsymmetrical
diaryl
sulfides
through
a
bifunctional
single‐sulfur
source
is
very
attractive
strategy.
Here
we
report
the
utilization
of
bis(phenylsulfonyl)sulfide
as
bielectrophilic
sulfide
platform
molecule
for
chemoselective
and
sequential
installation
two
different
aryl
nucleophiles
by
twice
copper‐catalyzed
Chan–Lam‐type
cross
couplings
diverse
sulfides.
This
strategy
demonstrates
good
tolerance
wide
range
boronic
acids
under
metal
catalysts,
functional
group
compatibility,
well
extension
modification
complex
bioactive
molecules.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
89(1), P. 363 - 372
Published: Dec. 12, 2023
Herein,
we
have
developed
a
new
method
for
the
synthesis
of
((methyl-d3)sulfonyl)ethyne,
which
is
cost-effective
and
environmentally
friendly
can
be
synthesized
at
gram
level.
As
an
ideal
thiol-yne
reagent,
it
reacted
with
various
types
thiols
to
afford
(Z)-
(E)-type
vinyl
sulfides
under
different
conditions
high
selectivity.
In
addition,
complete
conformational
transition
from
Z-
E-type
products
suitable
conditions,
also
carry
out
further
derivatization
smoothly.
The
deuterium
content
all
was
greater
than
99%.
preliminary
mechanistic
studies
support
visible
light-mediated
radical
course,
herein
provide
novel
efficient
synthetic
strategy
direct
introduction
deuterated
methyl
groups,
enriching
methods
construction
C–S
bond-containing
compounds.
