Synthesis of 6H-Benzo[c]chromene Scaffolds: A Synthetic Strategy of Pd-Catalyzed Annulation Followed by Aerial Oxidation
Kangkana Chutia,
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Pallabi Saikia,
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Dhiraj Dutta
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et al.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 3, 2025
A
synthetic
strategy
of
a
palladium-catalyzed
cascade
annulation
reaction
followed
by
aerial
oxidation
was
designed
to
construct
6H-benzo[c]chromene
scaffolds.
Various
6H-benzo[c]chromenes
were
synthesized
under
mild
conditions
using
easily
accessible
p-QMs
and
commercially
available
o-hydroxyarylboronic
acids.
One
the
chromenes
has
been
ambiguously
confirmed
single-crystal
XRD
analysis.
Interestingly,
our
could
be
transformed
into
valuable
6H-benzo[c]chromen-6-ones
via
oxidation.
Language: Английский
Phosphine-Catalyzed Cascade Cycloaddition of Vinyl Oxiranes with Sulfonium Compounds to Step-Economically Construct Spiro-2(3H)-furanone Scaffolds
Thomas P. Yang,
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Wei Du,
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Chia‐Yu Wu
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et al.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 9, 2025
In
this
work,
we
developed
a
phosphine-catalyzed
cascade
lactonization/[2
+
1]
annulation
reaction
between
vinyl
oxiranes
and
sulfonium
compounds
for
the
highly
diastereoselective
construction
of
spiro-2(3H)-furanone
skeletons.
The
cycloaddition
proceeds
via
2(5H)-furanone
phosphonium
intermediate,
introducing
an
oxygen-containing
active
intermediate
phosphine
catalysis.
These
findings
highlight
significant
potential
harnessing
as
versatile
synthons
constructing
spirocyclic
through
simultaneous
multicyclic
skeleton
formation.
Language: Английский
DMAP Catalyzed Ring-Opening/Cycloaddition of Vinyl Oxiranes with Activated Ketone Compounds to Construct the 1,3-Dioxolane Skeletons
Jiaxin Qu,
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Thomas P. Yang,
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Xin Zhao
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et al.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(43), P. 9322 - 9327
Published: Oct. 24, 2024
The
present
work
develops
a
DMAP-catalyzed
[3
+
2]
cycloaddition
of
vinyl
oxiranes
with
activated
ketone
compounds,
affording
dioxolane
derivatives
moderate
to
excellent
yields.
This
approach
represents
the
first
Lewis
base
(LB)-catalyzed
ring-opening
reaction
epoxides,
simultaneously
providing
rare
oxygen-containing
active
intermediate
in
this
field.
gram-scale
preparation
and
facile
derivatization
cycloadduct
highlight
significant
synthetic
potential
strategy.
Language: Английский
Base-Promoted One-Pot Strategy for Expeditious Assembly of Highly Functionalized Benzocoumarin Derivatives
Fataneh Rakaee,
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Morteza Shiri,
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Behnaz Farajpour
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Sept. 18, 2024
A
versatile
and
atom-economic
three-component
reaction
between
3-cyano-4-styrylcoumarins,
1,3-indandione,
aliphatic
alcohols
is
described
for
synthesizing
diversely
multifunctionalized
benzocoumarins.
This
strategy
allows
facile
access
to
various
benzocoumarins
bearing
an
amine
a
substituted
benzoyl
scaffold
under
simple
heating
conditions.
Readily
available
precursors,
operational
simplicity,
acceptable
functional
group
tolerance,
excellent
yields
are
some
highlighted
advantages
of
this
transformation.
Language: Английский