Palladium-catalyzed coupling of aryl sulfonium salts with [TBA][P(SiCl3)2] for the construction of tertiary phosphines
Chemical Communications,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
We
present
a
strategy
for
the
synthesis
of
triarylphosphines
via
palladium-catalyzed
C–P
cross-coupling
reactions
aryl
sulfonium
salts
with
[TBA][P(SiCl
3
)
2
].
Язык: Английский
Visible-Light-Mediated Synthesis of Anomeric S-Aryl Glycosides via Electron Donor–Acceptor Complex Using Thianthrenium Salts
Molecules,
Год журнала:
2025,
Номер
30(6), С. 1315 - 1315
Опубликована: Март 14, 2025
S-Aryl
glycosides
are
not
only
popular
glycosyl
donors
in
carbohydrate
chemistry
but
also
serve
as
valuable
tools
various
biological
studies,
which
has
brought
significant
attention
to
their
preparation.
However,
there
remains
a
pressing
need
for
greener
synthesis
methods
this
area.
In
response,
mild,
sustainable,
and
metal-
photocatalyst-free
electron
donor–acceptor
(EDA)-mediated
approach
synthesizing
using
1-thiosugar
aryl
thianthrenium
salt
was
developed.
Our
strategy
utilizes
the
donor,
overcoming
traditional
reliance
on
electron-rich
thiols,
such
or
carbonyl
typically
required
forming
EDA
complexes.
Язык: Английский
Pd-Catalyzed Synthesis of 1-(Hetero)aryl Thioglycosides: Strategy for the Trapping of an Acyl Group of Glycosylthioesters by Coupling of Bis-Electrophilic–Nucleophilic Partners
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(21), С. 15777 - 15792
Опубликована: Окт. 15, 2024
Herein,
we
describe
a
stereoretentive
palladium-catalyzed
cross-coupling
between
the
in
situ-generated
glycosyl
thiolate
anion
and
diverse
(hetero)aryl
iodides
at
room
temperature
for
creating
library
of
thioglycosides.
The
key
to
success
is
judicious
pairing
bis-electrophilic–nucleophilic
partners
with
variety
thioesters
an
atom-economical
way
which
both
acylium
cation
are
incorporated
into
final
analogue.
advantage
this
method
acyl
transfer
on
various
nucleophilic
partners,
including
hydroxyl,
primary
or
secondary
amine,
amino
acid,
biologically
active
hSGLT1
inhibitor.
Язык: Английский
Thianthrenium salts to arynes: base promoted C‐N bond construction
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 18, 2024
Abstract
Amines
are
widely
found
in
natural
products,
drugs
and
pesticides.
We
have
proposed
a
base‐promoted
method
for
synthesizing
polysubstituted
aromatic
amines.
The
reaction
does
not
necessitate
the
involvement
of
transition
metals,
provided
that
an
equivalent
base
is
employed.
In
this
process,
aryl
thianthrenium
salt
serves
as
precursor
to
arynes,
which
subsequently
distorted
by
induction
effect
different
substituents.
attack
amine
nucleophiles
results
formation
series
multi‐substituted
products.
Язык: Английский
Pyrrolylsulfonium salts: stable, accessible and versatile pseudohalides for Stille couplings
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 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.
Язык: Английский
Mild and Effective Method for the Nickel-Catalyzed Arylation of Glycosyl Thiols in Aqueous Surfactant Solution
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 12, 2024
Aryl
thioglycosides
have
broad
applicability
as
both
glycosyl
donors
and
glycomimetic
compounds.
Their
synthesis
via
the
cross-coupling
of
thiols
with
aryl
halides
has
become
a
popular
method
for
their
construction
because
it
allows
better
selectivity
anomeric
configuration
well
wider
functional
group
tolerance
compared
to
traditional
methods.
Herein,
we
report
nickel-catalyzed
which
utilizes
an
aqueous
micellar
environment
reaction
medium.
This
alternative
mild
conditions
while
circumventing
expensive
palladium,
leading
successful
over
30
thioglycosides,
including
challenging
1,2-cis
thioglycoside
products.
Язык: Английский