Phosphine‐Catalyzed Divergent γ,γ‐ and ε,γ‐Umpolung Domino Additions of Bisoxindoles with Allenoates: Construction of Vicinal All‐Carbon Quaternary Stereocenters and Formal Total Synthesis of Dimeric Cyclotryptamine Alkaloids
Chinese Journal of Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 25, 2025
Comprehensive
Summary
Vicinal
all‐carbon
quaternary
stereocenters
are
widely
present
in
natural
products
and
bioactive
molecules.
However,
the
construction
of
such
motif
one
step
from
readily
available
starting
materials
remains
a
significant
challenge.
Herein,
we
report
phosphine‐catalyzed
divergent
γ,γ‐
ε,γ‐umpolung
domino
addition
bisoxindoles
with
allenoates.
This
method
serves
as
practical
tool
for
concise
synthesis
series
bisoxindole
derivatives
bearing
sterically
hindered
vicinal
under
mild
reaction
conditions.
The
applicability
this
novel
was
demonstrated
gram‐scale
three
known
advanced
intermediates
total
syntheses
calycanthine,
chimonanthine
folicanthine.
Язык: Английский
Concise synthesis of pyrrolo[3,4-c]quinolines via a P(NMe2)3-catalyzed [4 + 2] annulation followed by a Zn/AcOH-mediated reduction–hydroamination–isomerization
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(10), С. 2762 - 2767
Опубликована: Янв. 1, 2024
A
P(NMe2)3-catalyzed
[4
+
2]
annulation
of
2-amino-β-nitrostyrenes
and
β′-acetoxy
allenoates
followed
by
a
Zn/AcOH-mediated
reduction–hydroamination–isomerization
has
been
developed.
Язык: Английский
Facile synthesis of 2-vinylindolines via a phosphine-mediated α-umpolung/Wittig olefination/cyclization cascade process
Shu‐Hui Li,
Dan Xu,
Hui Yao
и другие.
Chemical Communications,
Год журнала:
2024,
Номер
60(53), С. 6773 - 6776
Опубликована: Янв. 1, 2024
A
novel
phosphine-mediated
α-umpolung/Wittig
olefination/cyclization
cascade
process
between
o
-aminobenzaldehydes
and
Morita–Baylis–Hillman
(MBH)
carbonates
has
been
ingeniously
developed
for
the
facile
synthesis
of
a
broad
range
2-vinylindolines.
Язык: Английский
TCT-Mediated and Water-Controlled Synthesis of Benzofuran-3(2H)-ones Bearing a Quaternary Carbon Center via a Radical Process Using Dimethyl Sulfoxide as a Dual Synthon
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 10, 2025
An
efficient
and
attractive
method
for
the
synthesis
of
valuable
benzofuran-3(2H)-one
derivatives
bearing
a
quaternary
center
in
one
step
by
employing
dimethyl
sulfoxide
(DMSO)
as
dual
synthon
under
metal-free
conditions
has
been
developed.
In
this
reaction,
DMSO
activated
cyanuric
chloride
(TCT)
provides
two
different
units
(CH3
SMe)
target
molecules,
construction
carbon
benzofuran-3(2H)-ones
can
be
controlled
addition
water.
Furthermore,
functional
group
compatibility
synthetic
value
were
demonstrated
scope
evaluation
gram-scale
experiments.
The
mechanistic
studies
show
that
reaction
may
proceed
via
radical
process.
Язык: Английский
Phosphine-catalyzed [3 + 2]-annulation of Morita–Baylis–Hillman carbonates with benzofuran-derived azadienes: Synthesis of spiro-cyclopentane benzofurans
Tetrahedron,
Год журнала:
2025,
Номер
182, С. 134703 - 134703
Опубликована: Май 9, 2025
Язык: Английский
Efficient Metal-Free Synthesis of Heterotriarylmethanes by 1,4-Addition of Benzofuran Azadienes
Synlett,
Год журнала:
2024,
Номер
unknown
Опубликована: Июль 22, 2024
Abstract
A
novel
and
efficient
method
has
been
established
for
synthesizing
a
variety
of
heterotriarylmethanes
with
good
yields
by
employing
metal-free
self-coupling
reaction
benzofuran
azadienes.
The
involvement
t-BuONa
is
essential
in
this
process.
Remarkably,
technique
boasts
mild
conditions
exceptional
compatibility
various
functional
groups,
rendering
it
versatile
invaluable
asset
the
realm
organic
synthesis.
Язык: Английский