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.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(19), P. 2767 - 2770
Published: Jan. 1, 2023
Radical-mediated
photoredox
hydroarylation
reaction
of
unactivated
alkenes
using
thiosulfonate
compounds
as
key
radical
precursors
to
synthesize
pyridyquinazolinone
and
pyrroloquinazolinone
derivatives
is
described.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(8), P. 1683 - 1687
Published: Feb. 16, 2024
Thiosulfonylation
and
selenosulfonylation
of
vinyl
azides
with
thiosulfonates
selenosulfonates
were
achieved
using
Cu(dap)2Cl
as
a
photosensitizer
under
visible-light
irradiation.
This
reaction
is
the
application
azide
substrate
in
group
transfer
radical
addition
(GTRA)
reaction,
through
β-difunctionalization,
to
obtain
variety
unsymmetric
difunctionalized
N-unprotected
enamines.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(31), P. 6652 - 6657
Published: July 26, 2024
We
report
a
visible-light-promoted
cyclization/sulfonylation
cascade
of
N-heterocycles
with
thianthrenium
salts
using
DABSO
as
the
SO2
surrogate.
This
method
features
excellent
functional
group
tolerance,
wide
substrate
scope,
and
late-stage
elaboration
bioactive
relevant
molecules.
Mechanistic
investigations
reveal
that
photoactive
electron
donor–acceptor
(EDA)
complexes
between
DABCO
are
capable
generation
aryl
radicals,
which
induce
following
insertion
by
attacking
DABSO,
thus
triggering
key
radical
cyclization
step.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(42), P. 6383 - 6386
Published: Jan. 1, 2023
The
tunable
reactions
of
enaminones
with
phosphine
oxides/phosphonates
in
the
form
vicinal-
and
geminal
diphosphorylation,
C–N
bond
phosphorylation
have
been
developed,
providing
new
methods
for
synthesis
divergent
phosphorylated
molecules.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(18), P. 13601 - 13607
Published: Sept. 4, 2024
A
zinc-mediated
cross-electrophile
coupling
of
benzyl
sulfonium
salts
with
thiosulfonates
via
C-S
bond
cleavage
was
achieved.
The
reductive
thiolation
proceeded
well
under
transition
metal-free
conditions
to
afford
the
desired
sulfides
in
good
yields,
exhibiting
both
broad
substrate
scope
and
functionality
tolerance.
In
addition,
reaction
could
be
applied
use
selenosulfonate
as
an
effective
selenylation
agent
subjected
scale-up
synthesis.
Green Chemistry,
Journal Year:
2022,
Volume and Issue:
24(17), P. 6476 - 6480
Published: Jan. 1, 2022
Under
mechanochemical
conditions
in
a
stainless
steel
milling
equipment,
thiosulfonates
react
with
unactivated
alkenes
to
give
the
corresponding
addition
products
high
yields.
Molecules,
Journal Year:
2023,
Volume and Issue:
28(2), P. 787 - 787
Published: Jan. 12, 2023
In
recent
years,
the
importance
of
“environmentally
friendly
manufacturing”
has
been
increasing
toward
establishment
a
resource-recycling
society.
organic
synthesis,
as
well,
it
is
becoming
increasingly
important
to
develop
new
synthetic
strategies
with
resource
conservation
and
recycling
elemental
resources
in
mind,
rather
than
just
only
synthesis.
Many
studies
on
construction
frameworks
functional
molecules
using
ionic
reactions
transition-metal-catalyzed
have
reported,
but
most
them
focused
formation
carbon–carbon
bonds.
However,
essential
introduce
appropriate
groups
at
positions
order
for
express
their
functions,
furthermore,
highly
selective
preparation
multiple
considered
creation
molecules.
this
review,
we
focus
radical
high
group
selectivity
overview
progress
practical
methods
simultaneous
introduction
propose
future
that
emphasize
environmental
friendliness.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(29), P. 6114 - 6119
Published: July 5, 2024
Difunctionalization
of
alkynes
has
gained
a
lot
interest
in
current
organic
chemistry.
Herein,
we
developed
an
electrophotocatalytic
multicomponent
cascade
reaction
and
indoles
with
sulfinic
acid
sodium
salts
using
elemental
tellurium
as
the
source.
Using
synergistic
anodic
oxidation
visible-light
irradiation,
various
β-(telluro)vinyl
sulfones
have
been
prepared.
This
strategy
features
mild
conditions,
excellent
substrate
scope,
readily
available
starting
materials,
great
functional
group
tolerance.
