Manual Grinding and Sunlight Synergistically Promoted Sulfonylation of Alkenyl Sulfonium Salts with Sulfinic Acids
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 10, 2025
An
environmentally
friendly
and
practical
method
for
the
synthesis
of
various
vinyl
sulfones
was
developed
through
direct
sulfonylation
alkenyl
sulfonium
salts
with
sulfinic
acids.
The
reaction
effectively
triggered
by
combined
actions
milling,
sunlight,
photocatalysts
under
solvent-free
conditions,
offering
advantages
such
as
a
short
time
(5-10
min),
room
temperature,
straightforward
workup
procedure.
Preliminary
mechanistic
studies
suggested
that
sulfonyl
radical
may
be
involved
in
this
mechanophotocatalytic
transformation
process.
Language: Английский
Arylation of Heterocycles Enabled by Photocatalysis
Kai Sun,
No information about this author
Bing Yu
No information about this author
Topics in heterocyclic chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 1, 2025
Language: Английский
Photoactivation of Thianthrenium Salts: An Electron-Donor–Acceptor (EDA)-Complex Approach
Roshan I. Patel,
No information about this author
Barakha Saxena,
No information about this author
Anuj Sharma
No information about this author
et al.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 14, 2025
Thianthrenium
salts
have
emerged
as
one
of
the
most
versatile
reagents,
gaining
significant
popularity
within
synthetic
community
for
their
utility
in
construction
C-C
and
C-X
(X
=
N,
O,
S,
P,
halogens)
bonds.
The
use
photoredox
transition
metal
catalysis
with
thianthrenium
C-heteroatom
bond
formation
is
well
established.
However,
these
methods
require
elevated
temperatures,
expensive
catalysts,
ligands
under
stringent
conditions
effective
execution.
In
contrast,
photocatalysis-
transition-metal-free
approaches
constructing
bonds
using
salt
derivatives
become
increasingly
sought
after.
this
regard,
electron-donor-acceptor
(EDA)-complex
reactions
a
powerful
strategy
organic
synthesis,
eliminating
need
photocatalysts
visible
light
irradiation.
EDA-complex
photochemistry
exploits
electron-acceptor
properties
salts,
facilitating
rapid
generation
radical
intermediates
via
C-S
cleavage.
These
play
pivotal
role
enabling
variety
valuable
formations.
Perspective,
we
highlight
advances
EDA-complex-mediated
involving
mechanisms,
substrate
scope,
limitations
For
sake
brevity,
article
organized
into
five
main
sections:
(1)
Nitrogen-based
donor
reactions,
(2)
Oxygen-based
(3)
Sulfur-based
(4)
Phosphorus-based
(5)
π-based
focus
on
C-C,
C-S,
C-B
C-P
Language: Английский
Pyrrolylsulfonium salts: stable, accessible and versatile pseudohalides for Stille couplings
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
Pyrroles
functionalised
with
a
thianthrenium
or
diphenylsulfonium
group
undergo
Stille
couplings
aryl
alkynyl
stannanes
in
good
yields,
avoiding
the
issues
of
instability
that
can
hamper
use
analogous
pyrrolyl
halides.
Language: Английский