Copper-Catalyzed 1,4-Alkylarylation of 1,3-Enynes with Ethers and Aryl Boronic Acids Enabled via C(sp3)–H Functionalization
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
90(4), С. 1478 - 1488
Опубликована: Янв. 17, 2025
Herein,
we
present
a
copper-catalyzed,
three-component
intermolecular
1,4-alkylarylation
of
1,3-enynes
with
ethers
and
aryl
boronic
acids.
This
method,
driven
by
α-C(sp3)-H
functionalization
the
oxygen
atom
in
ethers,
regioselectively
produces
various
tetrasubstituted
allenes
from
simple,
readily
available
precursors.
Key
features
include
mild
reaction
conditions
simple
catalytic
system.
Язык: Английский
Cp2Fe-Mediated Electrochemical Synthesis of Phosphorylated Oxindoles and Indolo[2,1-a]isoquinolin-6(5H)-ones
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(24), С. 17521 - 17526
Опубликована: Ноя. 22, 2023
An
efficient
and
environmentally
friendly
electrochemical
synthesis
of
phosphorylated
oxindoles
indolo[2,1-a]isoquinolin-6(5H)-ones
mediated
by
readily
available
Cp2Fe
has
been
developed,
which
illustrated
a
broad
substrate
scope
diverse
functional
group
compatibility.
This
protocol
featured
an
external
oxidant-free
process
was
at
room
temperature,
proposed
to
be
driven
the
anodic
oxidation
Cp2Fe.
Язык: Английский
Formation of cyclopenta[c]quinolines through visible-light-induced photoredox cascade bis-annulations of 1,7-enynes with sulfoxonium ylides
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(37), С. 7618 - 7622
Опубликована: Янв. 1, 2024
A
novel
visible-light-driven
photoredox-catalyzed
cascade
bicyclization
of
1,7-enynes
with
aqueous
sulfoxonium
ylides
is
reported.
The
reaction
highly
chemoselective
three
new
C-C
bonds,
two
rings,
and
an
all-carbon
quaternary
stereocenter
constructed
in
a
one-pot
fashion.
This
mild
protocol
features
remarkably
broad
substrate
scope
good
functional
group
tolerance,
providing
general
practical
approach
to
access
various
cyclopenta[
Язык: Английский
Synthesis of Acyl Cyclopentaquinolinones through Simultaneous Construction of the Heterocyclic Scaffold and Introduction of the Acyl Group
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(9), С. 6292 - 6305
Опубликована: Апрель 16, 2024
Presented
herein
is
an
effective
and
concise
synthesis
of
acyl
cyclopentaquinolinone
derivatives
via
the
cascade
reactions
N-(o-ethynylaryl)acrylamides
with
α-diazo
carbonyl
compounds.
The
formation
product
involves
a
visible
light-induced
radical
from
compound
followed
by
its
addition
onto
acrylamide
moiety
to
trigger
double
annulation,
single-electron
oxidation,
β-elimination.
To
our
knowledge,
this
first
example
in
which
scaffold
was
constructed
along
introduction
group
under
light
irradiation
conditions.
Compared
literature
methods
for
similar
purpose,
newly
developed
protocol
has
advantages
such
as
readily
accessible
substrates,
mild
reaction
conditions,
valuable
products,
synthetic
procedure,
high
sustainability.
With
all
these
merits,
method
expected
find
wide
applications
construction
related
heterocyclic
skeletons.
Язык: Английский
Photoinduced Alkenylation of Alkenyl Sulfones with EDA Complexes between NHPI Esters and HE
Asian Journal of Organic Chemistry,
Год журнала:
2024,
Номер
13(7)
Опубликована: Апрель 17, 2024
Abstract
A
novel
alkenylation
reaction
between
N
‐hydroxyphthalimide
(NHPI)
esters
and
alkenyl
sulfones
is
reported.
It
undergoes
the
formation
of
electron
donor‐acceptor
(EDA)
complex
a
series
alkenes
are
obtained
in
good
to
excellent
yields.
has
advantages
simple
operation,
mild
conditions,
metal‐free.
Язык: Английский
Ruthenium and Iodine Anion Cocatalyzed Cascade Dihalogenation and Cyclization of Internal Alkyne-Tethered Cyclohexadienones with 1,2-Dihaloethanes
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(13), С. 9686 - 9694
Опубликована: Июнь 22, 2024
We
have
established
an
efficient
ruthenium(II)
and
iodine
anion
cocatalyzed
dihalogenation
cascade
cyclization
of
internal
alkyne-tethered
cyclohexadienones,
which
stereoselectively
afforded
numerous
products
with
a
bioactive
hydrobenzofuran
skeleton
in
high
yields
under
mild
conditions.
In
this
transformation,
the
reaction
pathway
was
determined
by
concentration
electrophilic
reagent,
also
provided
strategy
for
control
selectivity.
Furthermore,
method
features
use
1,2-dihaloroethane
as
halogen
source
via
catalyst.
Язык: Английский
Oxidation of C–H Bond Adjacent to Oxygen of Ethers
Elsevier eBooks,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
Язык: Английский
Radical Cascade Reaction of Heterocyclic Ketene Aminals with Thiocyanates Promoted by Visible Light: Synthesis of Functionalized Fused 2-Iminothiazolines
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(18), С. 13678 - 13690
Опубликована: Сен. 6, 2024
Herein,
a
visible-light-promoted
radical
cascade
cyclization
of
heterocyclic
ketene
aminals
(HKAs)
and
thiocyanates
was
developed
to
access
functionalized
fused
2-iminothiazolines.
This
novel
reaction
can
be
realized
under
only
visible-light
irradiation
without
the
help
external
photocatalysts,
oxidants,
additives.
These
multicomponent
reactions
demonstrate
excellent
selectivity
for
Язык: Английский
Cu/Pd-Catalyzed Domino Carbonylative Synthesis of Polycyclic Carbonyl-Containing Quinolin-2(1H)-one Scaffolds from α-Bromocarbonyls
Jianwei Wang,
Shangyuan Wang,
Shuwei Li
и другие.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 22, 2024
A
novel
Cu/Pd-catalyzed
domino
radical
cyclization
and
C-H
carbonylation
of
α-bromocarbonyls
has
been
developed,
which
enables
the
rapid
incorporation
CO
unit
into
polycyclic
quinolin-2(1
Язык: Английский
Visible‐Light‐Induced Denitroalkylation of β‐Nitrostyrenes with Alkyl Boronic Acids
Asian Journal of Organic Chemistry,
Год журнала:
2023,
Номер
13(1)
Опубликована: Ноя. 22, 2023
Abstract
Without
an
additional
activator,
the
visible‐light‐catalyzed
denitroalkylation
of
β
‐nitrostyrenes
and
alkyl
boronic
acids
is
reported.
The
efficient
coupling
cyclic
secondary
with
various
aryl
nitroolefins
realized,
which
gives
olefins
in
47–87
%
yields.
A
possible
mechanism
involving
fact
that
nitrite
released
from
‐nitrostyrene
upon
irradiation
further
activates
to
generate
radicals
proposed
based
on
control
experiments
a
literature
survey.
Язык: Английский