Angewandte Chemie,
Год журнала:
2024,
Номер
136(45)
Опубликована: Июль 25, 2024
Abstract
C−H
bond
functionalization
involving
C
,
‐palladacycle
intermediates
provides
a
unique
platform
for
developing
novel
reactions.
However,
the
vast
majority
of
studies
have
been
limited
to
transformations
(aryl),
‐palladacycles.
In
sharp
contrast,
catalytic
reactions
(alkyl),
(alkyl)‐palladacycles
rarely
reported.
Herein,
we
disclose
an
unprecedented
cascade
C(sp
3
)−H
annulation
(alkyl)‐palladacycles.
this
protocol,
alkene‐tethered
cycloalkenyl
bromides
undergo
intramolecular
Heck/C(sp
activation
generate
(alkyl)‐palladacycles,
which
can
be
captured
by
α
‐bromoacrylic
acids
afford
tricyclic
fused
pyridinediones.
addition,
strategy
also
applied
indole‐tethered
construct
pentacyclic
pyridinediones
via
suquential
Heck
dearomatization/C(sp
activation/decarboxylative
cyclization.
Notably,
removal
in
reaction
build
interesting
skeleton
containing
four‐membered
ring.
Preliminary
mechanistic
experiments
indicate
that
five‐membered
serve
as
key
intermediates.
Meanwhile,
density
functional
theory
(DFT)
calculations
provided
insights
into
pathway.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(14), С. 3567 - 3576
Опубликована: Янв. 1, 2023
A
palladium
catalyzed
multi-component
cross-electrophile
coupling
involving
sulfur
dioxide
is
presented
here.
This
protocol
features
mild
reaction
conditions,
wide
substrate
scope,
good
functional
group
tolerance
and
excellent
regioselectivity.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
63(45)
Опубликована: Июль 25, 2024
Abstract
C−H
bond
functionalization
involving
C
,
‐palladacycle
intermediates
provides
a
unique
platform
for
developing
novel
reactions.
However,
the
vast
majority
of
studies
have
been
limited
to
transformations
(aryl),
‐palladacycles.
In
sharp
contrast,
catalytic
reactions
(alkyl),
(alkyl)‐palladacycles
rarely
reported.
Herein,
we
disclose
an
unprecedented
cascade
C(sp
3
)−H
annulation
(alkyl)‐palladacycles.
this
protocol,
alkene‐tethered
cycloalkenyl
bromides
undergo
intramolecular
Heck/C(sp
activation
generate
(alkyl)‐palladacycles,
which
can
be
captured
by
α
‐bromoacrylic
acids
afford
tricyclic
fused
pyridinediones.
addition,
strategy
also
applied
indole‐tethered
construct
pentacyclic
pyridinediones
via
suquential
Heck
dearomatization/C(sp
activation/decarboxylative
cyclization.
Notably,
removal
in
reaction
build
interesting
skeleton
containing
four‐membered
ring.
Preliminary
mechanistic
experiments
indicate
that
five‐membered
serve
as
key
intermediates.
Meanwhile,
density
functional
theory
(DFT)
calculations
provided
insights
into
pathway.
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(29), С. 5868 - 5885
Опубликована: Янв. 1, 2024
The
importance
of
sulfonyl-group-containing
compounds,
such
as
sulfonamides,
sulfones,
sulfinate
esters,
and
sulfonyl
fluorides,
in
pharmaceuticals,
bioactive
molecules,
natural
products
cannot
be
overstated.
new
development
palladium-catalyzed
sulfonylation
Organic Letters,
Год журнала:
2024,
Номер
26(43), С. 9389 - 9394
Опубликована: Окт. 21, 2024
Until
now,
palladium-catalyzed
dearomative
Heck
reactions
of
indoles
were
largely
limited
to
β-H
elimination
and
nucleophilic
capture
the
transient
alkyl-Pd(II)
species.
Herein,
we
disclose
a
novel
Heck/C(sp
A
palladium-catalyzed
reaction
of
indoles
with
cyanoacetate
salts
enables
the
synthesis
2,6-disubstituted
indolines
via
tandem
dearomatization/decarboxylative
cyanomethylation.
Remarkably,
this
is
first
example
indole
difunctionalization
at
C2
and
C6
positions.
Moreover,
methodology
extends
to
cyclization/decarboxylative
cyanomethylation
aryl
halide-tethered
alkenes.
New Journal of Chemistry,
Год журнала:
2024,
Номер
48(12), С. 5101 - 5106
Опубликована: Янв. 1, 2024
A
reductive
cross-coupling
strategy
for
the
synthesis
of
sulfone-containing
oxindoles
was
presented.
Moreover,
using
amines
instead
alkyl
bromides,
a
palladium-catalyzed
domino
cyclization/aminosulfonylation
also
established.
