Annulative Coupling of Sulfoxonium Ylides with Aldehydes and Naphthols or Coumarins: Easy Access to Fused Dihydrofurans
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
90(4), С. 1645 - 1655
Опубликована: Янв. 17, 2025
We
present
a
novel,
metal-
and
additive-free
method
for
the
robust
synthesis
of
dihydrofuran-fused
naphthalenes
coumarins.
This
approach
utilizes
annulative
coupling
sulfoxonium
ylides
with
aldehydes,
naphthols,
or
coumarins
at
ambient
temperature.
The
exhibits
broad
substrate
compatibility,
accommodating
various
functional
groups
on
naphthol
coumarin
derivatives
resulting
in
good
to
high
yields
desired
products.
Additionally,
we
successfully
scaled
up
reactions,
synthesized
were
further
converted
other
valuable
bioactive
molecules,
validating
viability
our
approach.
Язык: Английский
Synthetic Routes to Access Dicarbonylated Aryls and Heteroaryls
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
The
regioselective
1,2-dicarbonylation
of
aryls
and
heteroaryls
offers
access
to
functionalized
dicarbonylated
heteroaryls,
which
opens
pharmaceuticals
bioactive
molecules
with
diverse
synthetic
utility.
Язык: Английский
I2-Promoted Chemoselective Annulative Coupling of 2-Aminobenzamides with Sulfoxonium Ylides: Easy Access to Quinazolinones
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(17), С. 12410 - 12420
Опубликована: Авг. 20, 2024
A
flexible
and
metal-free
synthetic
approach
for
synthesizing
2-benzoyl
quinazolinones
2-aryl
via
molecular
iodine-mediated
annulative
coupling
of
sulfoxonium
ylides
with
2-aminobenzamides
has
been
disclosed.
The
method
demonstrates
remarkable
chemoselectivity
efficiency,
leading
to
high
yields
under
optimized
conditions.
broad
substrate
scope,
scalability,
practical
utility
were
highlighted
through
diverse
applications,
including
gram-scale
reactions
the
synthesis
biologically
significant
compounds
such
as
tryptanthrin
chemo/biosensor
derivative.
Язык: Английский