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.
ACS Catalysis,
Год журнала:
2025,
Номер
15(3), С. 1854 - 1941
Опубликована: Янв. 17, 2025
Over
the
past
decade,
visible-light-mediated
energy-transfer
(EnT)
catalysis,
particularly
triplet–triplet
(TTEnT)
has
emerged
as
a
mild
and
environmentally
friendly
approach
for
diverse
organic
synthetic
transformations.
In
contrast
to
photoredox
which
typically
requires
sacrificial
electron
donors
or
acceptors
complete
catalytic
cycle,
EnT
photocatalysis
generally
proceeds
with
high
atom
economy
while
minimizing
generation
of
wasteful
byproducts.
Furthermore,
successful
catalysis
is
contingent
upon
precise
control
redox
potentials
both
photocatalysts
substrates,
strategies
are
primarily
influenced
by
triplet
energy
compatibility
between
these
entities.
Considering
growing
importance
photocatalysis,
well
hydrofunctionalization
difunctionalization
reactions
in
synthesis,
this
review
systematically
summarizes
significant
advancements
EnT-enabled
unsaturated
compounds
via
sigma-bond
homolysis
over
decade.
Special
emphasis
placed
on
elucidating
substrate
scopes
mechanistic
scenarios.
Additionally,
discusses
versatile
applications
methodologies
addresses
current
challenges
opportunities
within
evolving
research
field.
This
structured
into
six
main
categories
based
different
types
sigma-bonds
undergoing
homolysis.
These
include
transformations
mediated
1)
N–O
bond
oxime
esters
other
N,O-radical
precursors;
2)
N–S
N-sulfonyl
imines
N,S-radical
3)
chalcogen–chalcogen
disulfides
oxy/thio/selenosulfonates;
4)
C–S
tri/difluoromethylated
sulfinates,
acetylenic
triflones,
arylsulfonium
salts;
5)
C–X
(X
=
halogen)
halides;
6)
acceptors.
Through
providing
theoretical
backgrounds
along
comprehensive
overview
currently
employed
acceptors,
photosensitizers,
contemporary
EnT-induced
compounds,
aims
serve
an
invaluable
resource
future
innovations
rapidly
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(19), С. 4972 - 5027
Опубликована: Янв. 1, 2023
This
review
comprehensively
summarizes
the
dichalcogenative
functionalization
of
unsaturated
compounds
over
past
decade.
The
scopes,
limitations
and
detailed
reaction
mechanisms
are
also
discussed.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(5), С. 1224 - 1229
Опубликована: Янв. 1, 2023
Brønsted
base
catalyzed
thiosulfonylation
and
trifluoromethylthiosulfonylation
of
ynones
produced
thio-functionalized
vinyl
sulfones
in
high
yields
with
excellent
E
-selectivity.
Organic Letters,
Год журнала:
2023,
Номер
25(48), С. 8722 - 8726
Опубликована: Ноя. 29, 2023
A
photochemical
halogen-atom
transfer
(XAT)
method
for
generating
sulfonyl
radicals
from
aryl
fluorides
has
been
developed.
It
allows
the
hydrosulfonylation
of
unactivated
alkenes,
which
was
challenging
to
achieve
through
our
previous
single-electron
route.
This
reaction
excellent
functional
group
tolerance
and
substrate
scope
under
mild
conditions.
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
42(17), С. 2049 - 2055
Опубликована: Май 7, 2024
Comprehensive
Summary
An
electrocatalytic
multicomponent
cascade
cross‐coupling
for
the
synthesis
of
chalcogenosulfonates
has
been
established.
This
approach
does
not
require
use
transition
metals,
acids,
and
external
oxidants.
The
gentle
conditions
tolerance
to
a
wide
variety
functional
groups
permit
derivatization
complex
indoles.
Green Chemistry,
Год журнала:
2022,
Номер
24(17), С. 6476 - 6480
Опубликована: Янв. 1, 2022
Under
mechanochemical
conditions
in
a
stainless
steel
milling
equipment,
thiosulfonates
react
with
unactivated
alkenes
to
give
the
corresponding
addition
products
high
yields.
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(13), С. 2492 - 2509
Опубликована: Янв. 1, 2024
Over
the
past
decade,
there
has
been
exponential
growth
in
vicinal
iodosulfonylation
of
alkynes
using
sulfonyl
and
iodide
reactants.
This
review
highlights
recent
developments
β-iodovinyl
sulfones
their
applications
organic
synthesis.
Organic Letters,
Год журнала:
2024,
Номер
26(29), С. 6114 - 6119
Опубликована: Июль 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.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
22(4), С. 645 - 681
Опубликована: Дек. 23, 2023
Organochalcogen
compounds
are
prevalent
in
numerous
natural
products,
pharmaceuticals,
agrochemicals,
polymers,
biological
molecules
and
synthetic
intermediates.
Direct
chalcogenation
of
C-H
bonds
has
evolved
as
a
step-
atom-economical
method
for
the
synthesis
chalcogen-bearing
compounds.
Nevertheless,
direct
severely
lags
behind
C-C,
C-N
C-O
bond
formations.
Moreover,
compared
with
monochalcogenation,
reports
selective
mono-/dichalcogenation
exclusive
dichalcogenation
relatively
scarce.
The
past
decade
witnessed
significant
advancements
various
C(sp
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
90(10), С. 3628 - 3638
Опубликована: Март 5, 2025
A
new
type
of
ortho-(alkynyl)benzyl
thiosulfonates
and
sulfurothioates
(Bunte
salts)
have
been
prepared
for
the
first
time
to
investigate
vicinal
thiosulfonylation.
unique
Au-catalyzed
atom
transfer
radical
cyclization
(ATRC)
ortho-alkynyl
benzyl
has
successfully
achieved,
producing
sulfonyl-derived
isothiochromenes
as
a
major
product
through
favored
6-endo-dig
cyclization.
Additionally,
thiosulfonylation
Bunte
salts
with
sodium
sulfinates
realized
under
influence
Mn(OAc)3·2H2O
afford
4-sulfonyl-isothiochromene
derivatives
exclusively.
range
were
readily
accessed
in
promising
yields,
including
gram-scale
reactions.
Of
note,
postsynthetic
transformations
possible
mechanistic
insights
uncovered.
