Enantioselective synthesis of isoxazolines bearing allenes by palladium-catalyzed carboetherification of β,γ-unsaturated ketoximes with propargylic acetates
Feifei Jin,
Cangzhu Hu,
Shuaijie Wu
и другие.
Organic Chemistry Frontiers,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
Enantioselective
synthesis
of
isoxazolines
bearing
allenes
by
palladium
catalyzed
carboetherification
alkenyl
oximes
with
propargylic
acetates.
DFT
calculations
carried
out
to
disclose
the
detailed
mechanism
and
origins
enantioselectivity.
Язык: Английский
Electroreductive Carboxylation of Propargylic Acetates with CO2: Access to Tetrasubstituted 2,3-Allenoates
Organic Letters,
Год журнала:
2023,
Номер
25(51), С. 9176 - 9180
Опубликована: Дек. 19, 2023
An
electroreductive
carboxylation
of
propargylic
alcohols
with
CO2
and
then
workup
TMSCHN2
to
construct
tetrasubstituted
2,3-allenoates
is
developed.
This
method
allows
the
incorporation
an
external
ester
group
into
resulting
allene
system
through
electroreduction,
carboxylation,
deacetoxylation
cascades.
Mechanistically,
electricity
on/off
experiments
cyclic
voltammetry
analysis
support
preferential
generation
radical
anion
or
3-aryl
acetate
based
on
electron
nature
aryl
rings.
Язык: Английский
The synthesis of isoxazolines and dihydrooxazines by Pd-catalyzed oxyalkynylation alkenyl oximes with alkynyl bromides
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(10), С. 2768 - 2773
Опубликована: Янв. 1, 2024
Synthesis
of
isoxazolines
and
dihydrooxazines
bearing
an
alkyne
group
by
Pd-catalyzed
oxyalkynylation
alkenyl
oximes
with
alkynyl
bromides.
This
new
approach
has
a
broad
substrate
scope
good
functional
tolerance.
Язык: Английский
Palladium-catalysed alleneamination of γ,δ-unsaturated hydrazones with propargylic acetates: access to tetrahydropyridazines bearing allenes
Chemical Communications,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
Herein,
we
reported
a
palladium-catalysed
alleneamination
of
γ,δ-unsaturated
hydrazones
with
propargylic
acetates,
which
provides
an
efficient
approach
for
the
synthesis
tetrahydropyridazine
bearing
allenes
in
moderate
to
good
yields.
Язык: Английский
Synthesis of Bis-Heterocycles Bearing Methyleneindole Motifs by Pd-Catalyzed Domino Reaction
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(3), С. 1941 - 1955
Опубликована: Янв. 23, 2024
A
highly
robust,
general,
and
practically
simple
palladium-catalyzed
domino
bicyclization
strategy
is
presented
to
synthesize
nitrogen-containing
bis-heterocycles
bearing
methylene
indole
motifs
from
alkyne-tethered
carbamoyl
chlorides
β,γ-
or
γ,δ-unsaturated
hydrazones.
The
salient
features
of
this
transformation
include
broad
substrate
scope,
good
functional
group
tolerance,
ease
for
scale-up,
convenient
conversion.
Язык: Английский
Synthesis of Indole- and Benzofuran-Based Benzylic Sulfones by Palladium-Catalyzed Sulfonylation of ortho-Iodoaryl Allenes
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(22), С. 16653 - 16662
Опубликована: Ноя. 6, 2024
A
highly
efficient
palladium-catalyzed
domino
coupling
reaction
of
Язык: Английский
Synthesis of Functionalized Tetrasubstituted Allenes by the Addition of Bis(trimethylsilyl)ketene Acetals to Ynones Catalyzed by Gold(I)
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(5), С. 3092 - 3101
Опубликована: Фев. 15, 2024
We
have
developed
a
straightforward
and
rapid
methodology
for
the
synthesis
of
tetrasubstituted
allenes
bearing
carboxylic
acids
in
1,3-position
through
gold(I)-catalyzed
nucleophilic
addition
bis(trimethylsilyl)ketene
acetals
to
ynones.
The
reaction
was
evaluated
with
several
substrates,
21
were
obtained
moderate
good
yields.
Using
DFT
calculations,
we
studied
mechanism
reaction,
which
suggested
1,4-addition
pathway.
potential
act
as
source
highly
functionalized
lactones
also
explored.
Язык: Английский
Five-membered ring systems with O and N atoms
Progress in heterocyclic chemistry,
Год журнала:
2024,
Номер
unknown, С. 275 - 308
Опубликована: Янв. 1, 2024
Язык: Английский
Palladium-Catalyzed Domino Carboetherification Reactions: Synthesis of Bis-Heterocycles Bearing Isoxazoline and Methyleneindole Motifs
Feifei Jin,
Qing Wu,
Shuaijie Wu
и другие.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Дек. 18, 2024
A
novel
and
highly
efficient
Pd-catalyzed
approach
for
the
synthesis
of
bis-heterocycles
featuring
both
isoxazoline
methyleneindole
motifs
is
demonstrated.
The
in
situ
formation
vinyl
Pd(II)
species
through
an
alkyne-tethered
carbamoyl
chloride
cyclization
crucial,
innovative
carboetherification
β,γ-unsaturated
oximes
with
has
been
developed.
This
method
not
only
operationally
straightforward
but
also
exhibits
a
broad
substrate
scope
excellent
functional
group
tolerance.
Язык: Английский