The Chemical Record,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 16, 2024
Abstract
Alkylation
reactions
and
their
products
are
considered
crucial
in
various
contexts.
Synthetically,
the
alkylation
of
a
nucleophile
is
usually
promoted
using
hazardous
alkyl
halides.
Here,
we
aim
to
highlight
potential
pnictogen
(ammonium
or
phosphonium)
chalcogen
salts
(sulfonium,
selenonium,
telluronium)
function
as
alkylating
agents.
These
compounds
can
be
non‐volatile
electrophilic
reservoirs.
We
will
center
our
discussion
on
strategies
developed
recent
years
expand
synthetic
utility
these
terms
transferable
groups,
substrate
scope,
product
selectivity.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 16, 2024
Abstract
A
method
for
the
synthesis
of
symmetrical
and
unsymmetrical
3,3′‐bis(indolyl)methanes
(3,3′‐BIMs)
has
been
developed
through
direct
heteroarylation
indolyl‐containing
di(hetero)aryl
phosphonium
salts
with
indole
derivatives
in
aqueous
media.
This
metal‐free
reaction
proceeds
smoothly
under
mild
conditions,
eliminating
need
hazardous
solvents
expensive
additives/catalysts
typically
used
conventional
routes,
thereby
highlighting
synthetic
practicality
efficiency
process.
The
success
this
approach
is
largely
attributed
to
role
water
as
a
promoter,
facilitating
C−P
bond
functionalization
salts.
Furthermore,
demonstrates
broad
substrate
scope,
good
functional
group
tolerance,
excellent
scalability.
Moreover,
protocol
can
also
be
extended
triindolylmethane
compound
diarylmethylated
indole.
Herein,
we
report
a
straightforward
method
for
efficiently
obtaining
diverse
range
of
thiophosphonium
salts.
This
involves
the
direct
coupling
commercially
available
thiols
and
aldehydes
with
Ph3P
TfOH.
The
setup
is
simple
carried
out
in
metal-free
manner.
synthetic
utility
these
salts
demonstrated
through
various
examples
C–+P
bond
functionalizations,
enabling
synthesis
thioether,
deuterated-thioether,
thioester,
dithioester
derivatives.
These
products,
which
serve
as
valuable
building
blocks,
are
obtained
high
yields.
The Chemical Record,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 16, 2024
Abstract
Alkylation
reactions
and
their
products
are
considered
crucial
in
various
contexts.
Synthetically,
the
alkylation
of
a
nucleophile
is
usually
promoted
using
hazardous
alkyl
halides.
Here,
we
aim
to
highlight
potential
pnictogen
(ammonium
or
phosphonium)
chalcogen
salts
(sulfonium,
selenonium,
telluronium)
function
as
alkylating
agents.
These
compounds
can
be
non‐volatile
electrophilic
reservoirs.
We
will
center
our
discussion
on
strategies
developed
recent
years
expand
synthetic
utility
these
terms
transferable
groups,
substrate
scope,
product
selectivity.