JACS Au,
Год журнала:
2024,
Номер
4(8), С. 2832 - 2837
Опубликована: Авг. 5, 2024
Herein,
we
disclose
a
convenient
protocol
for
the
α-diarylation
of
carbon
nucleophiles
to
yield
heavily
functionalized
quaternary
products.
Diaryliodonium
salts
are
utilized
transfer
both
aryl
groups
under
transition-metal-free
conditions,
which
enables
an
atom-efficient
and
high-yielding
method
with
broad
functional
group
tolerance.
The
methodology
is
amenable
wide
variety
can
be
in
late-stage
functionalization
complex
arenes.
Furthermore,
it
compatible
new
class
zwitterionic
iodonium
reagents,
gives
access
phenols
Organic Letters,
Год журнала:
2024,
Номер
26(37), С. 7864 - 7868
Опубликована: Сен. 9, 2024
A
hypervalent
iodine-reagent-based
C-H
functionalization
strategy
was
utilized
to
synthesize
diaryl
ethers.
This
method
directly
transforms
various
arenes
into
their
corresponding
diaryliodonium
salts,
followed
by
a
C-O
coupling
reaction
produce
structurally
diverse
The
efficacy
of
this
approach
in
the
late-stage
structural
modifications
complex
molecules
demonstrated.
Organic Letters,
Год журнала:
2025,
Номер
27(4), С. 1012 - 1017
Опубликована: Янв. 21, 2025
Vicinal
bis(tetraarylphosphonium)
salts
have
scarcely
been
reported
in
the
literature.
In
this
study,
we
demonstrate
that
visible-light-induced
difunctionalization
of
ortho-trifluoromethylsulfonylated
diaryliodonium
conveniently
furnishes
bis(phosphonium)
without
additional
catalysts
or
photoinitiators.
The
methodology
establishes
a
practical
platform
for
preparation
using
readily
available
tertiary
phosphines.
are
anticipated
to
garner
great
deal
interest
catalytic
and
medicinal
chemistry.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 15, 2025
A
new
family
of
ortho-hydroxy-substituted
diaryliodonium
salts
was
synthesized
with
1-acetoxy-2-iodobenzenes,
in
which
the
acetyl
group
cleaved
a
one-pot
synthesis.
The
ortho-hydroxyl-substituted
underwent
further
intramolecular
aryl
migration
reaction,
giving
ortho-iodo
diaryl
ethers
either
or
without
presence
bases.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(33), С. 6743 - 6749
Опубликована: Янв. 1, 2023
We
developed
an
atom-
and
reaction
mass
efficient
strategy
for
the
preparation
of
diarylselenides
using
iodonium
salts
as
reactants.
The
approach
allows
obtaining
from
corresponding
trimethoxyphenyl-substituted
via
a
two-step
one-pot
sequence.
proposed
metal-free
methodology
is
based
on
involvement
both
aryl
groups
diarylation.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(18), С. 13089 - 13101
Опубликована: Сен. 4, 2023
In
this
study,
we
present
an
efficient
site-selective
O-arylation
method
applicable
to
a
broad
range
of
complex
arenes
involving
intramolecular
aryl
rearrangement.
The
reaction
was
facilitated
by
diaryliodonium
salts
bearing
vicinal
trifluoromethanesulfonate
(OTf)
groups.
procedure
initiated
with
selective
C–H
bond
activation
arenes,
which
were
then
converted
into
diaryl
ethers
through
nucleophilic
aromatic
substitution
(SNAr).
This
synthetic
successfully
affords
ether
derivatives,
showcasing
its
practicality
for
the
diversification
functionalized
and
pharmaceutical
agents.
Asian Journal of Organic Chemistry,
Год журнала:
2024,
Номер
13(7)
Опубликована: Май 9, 2024
Abstract
The
excellent
reactivity
of
diaryliodonium
salts
has
primarily
been
attributed
to
the
efficient
departure
iodoarene
unit,
facilitating
a
variety
arylation
reactions.
However,
one
equivalent
as
side‐product
is
chemical
waste
in
these
reactions,
which
was
criticized
by
chemists
for
hindering
its
popularity.
Recently,
development
synthetic
methodology
that
preserve
aryl
iodine
moiety
received
increasing
attention.
Oxidative
rearrangement
reactions
involving
aryliodonium
reagents
have
significantly
addressed
atom‐economic
issue,
thereby
broadening
reaction
scope.
resulting
intricate
aryliodine
products
are
viewed
valuable
synthons
synthesis
natural
products,
pharmaceutical
intermediates
and
other
fine
chemicals.
Organic Letters,
Год журнала:
2023,
Номер
25(36), С. 6736 - 6740
Опубликована: Сен. 5, 2023
Arylsulfonamides
have
been
found
to
react
with
cyclopropane
diesters
under
simple
base
treatment
give
α-arylated
pyrrolidinones.
This
one-pot
process
comprises
three
steps:
nucleophilic
ring-opening
of
the
cyclopropane,
reaction
resulting
enolate
in
a
Smiles-Truce
aryl
transfer,
and
lactam
formation.
The
represents
new,
operationally
approach
biologically
active
pyrrolidinones
expands
arylation
methods
encompass
sp3
electrophilic
centers
cascade
processes.
Molecules,
Год журнала:
2023,
Номер
28(15), С. 5635 - 5635
Опубликована: Июль 25, 2023
Organic
thioethers
play
an
important
role
in
the
discovery
of
drugs
and
natural
products.
However,
green
synthesis
organic
sulfide
compounds
remains
a
challenging
task.
The
convenient
efficient
5-alkoxy-3-halo-4-methylthio-2(5H)-furanones
from
DMSO
is
performed
via
mediation
1,3-dibromo-5,5-dimethylhydantoin
(DBDMH),
affording
facile
route
for
sulfur-functionalization
3,4-dihalo-2(5H)-furanones
under
transition
metal-free
conditions.
This
new
approach
has
demonstrated
functionalization
non-aromatic
Csp2-X-type
halides
with
unique
structures
containing
C-X,
C-O,
C=O
C=C
bonds.
Compared
traditional
methods
using
metal
catalysts
ligands,
this
reaction
many
advantages,
such
as
lower
temperature,
shorter
time,
wide
substrate
range
good
functional
group
tolerance.
Notably,
plays
multiple
roles,
simultaneously
used
odorless
methylthiolating
reagent
safe
solvent.
