Abstract
In
this
study,
we
proposed
a
novel
electrochemical
dehydrogenative
synthetic
method
for
preparing
2-substituted
quinoxalines
by
intermolecular
cyclization
of
aryl
alkyl
ketones
and
o-phenylenediamines.
This
gave
various
in
yields
ranging
from
35%
to
71%.
protocol
employs
mild
reaction
conditions
offers
moderate
excellent
yields,
wide
substrate
scope,
broad
functional-group
compatibility.
Furthermore,
late-stage
functionalization
the
scope
demonstrated
utility
protocol.
Green Chemistry,
Год журнала:
2023,
Номер
25(9), С. 3606 - 3614
Опубликована: Янв. 1, 2023
We
describe
a
cobalta-electro-catalyzed
enantioselective
C–H
annulation
of
arylphosphinamides
with
alkynes
for
P-stereogenic
compounds
via
desymmetrization
and
kinetic
resolution
processes.
Green Chemistry,
Год журнала:
2024,
Номер
26(7), С. 4199 - 4208
Опубликована: Янв. 1, 2024
A
new
photoelectrocatalytic
mode
permits
the
synthesis
of
polycyclic
pyrimidin-4-ones
through
dehydrogenative
cyclization
malonates
with
unactivated
alkenes.
Journal of the American Chemical Society,
Год журнала:
2025,
Номер
147(9), С. 7524 - 7532
Опубликована: Фев. 19, 2025
Despite
a
few
successful
examples,
controlling
the
enantioselectivity
in
asymmetric
synthesis
of
non-C2-symmetric
biaryldiols
has
long
been
challenging.
To
address
issues
and
regioselectivity,
we
introduced
novel
organoelectrocatalytic
strategy
enabling
aryl-aryl
dehydrogenative
cross-coupling
reactions.
Using
this
approach,
valuable
were
obtained
up
to
95%
yields
97%
enantiomeric
excesses
(ees),
these
compounds
could
be
further
applied
as
versatile
ligands
Detailed
mechanistic
studies
supported
sequential
diradical
followed
by
central-to-axial
chirality
conversion
pathway.
Organic Chemistry Frontiers,
Год журнала:
2022,
Номер
9(22), С. 6290 - 6294
Опубликована: Янв. 1, 2022
The
synthesis
of
sulfonamidylated
polycyclic
quinazolinones
was
developed
via
visible-light-induced
radical
sulfonamidation/cyclization
unactivated
alkenes
using
4CzIPN
as
the
photocatalyst.
Organic Letters,
Год журнала:
2023,
Номер
25(10), С. 1683 - 1688
Опубликована: Март 8, 2023
A
visible-light-induced
hydrocyclization
of
unactivated
alkenes
was
developed
using
3CzClIPN
as
the
photocatalyst
to
generate
substituted
α-methyldeoxyvasicinones
and
α-methylmackinazolinones
in
moderate
good
yields.
An
intermolecular
hydrogen
atom
transfer
with
THF
source
involved.
Mechanism
studies
indicated
that
intramolecular
addition
situ
formed
aminal
radical
alkene
generated
polycyclic
quinazolinone.
Asian Journal of Organic Chemistry,
Год журнала:
2023,
Номер
12(5)
Опубликована: Апрель 8, 2023
Abstract
Ring‐fused
polycyclic
structures
widely
exist
in
a
myriad
of
natural
products
and
pharmaceutical
molecules.
Consequently,
the
construction
such
from
readily
available
substrates
becomes
an
important
researching
topic
organic
synthesis.
Triggered
by
addition
radicals
to
(activated
or
unactivated)
double
bonds
alkenes,
subsequent
intramolecular
addition/cyclization
leads
compounds.
Following
this
procedure,
variety
functionalized
ring‐fused
were
formed.
Great
achievements
have
been
witnessed
recently.
Those
works
provided
efficient,
atom
economy,
operational
simple
approaches
toward
versatile
alkene‐based
substrates.
Here,
we
summarized
recent
on
formation
via
radical‐triggered
cascade
reactions
alkenes.
Construction
with
no
less
than
3
fused
rings
developed
during
last
decade
included
Review,
corresponding
mechanisms
also
discussed.
Chemical Communications,
Год журнала:
2023,
Номер
59(30), С. 4467 - 4470
Опубликована: Янв. 1, 2023
The
developed
methodology
describes
an
environmentally
benign
protocol
for
electro-oxidative
CF3-radical
generation,
followed
by
cascade
cyclization
fabricating
isoxazoline
scaffold
from
a
β,γ-unsaturated
oxime.
Consecutive
C-O
and
C-C
bond
formations
were
achieved
through
this
method
featuring
mild,
robust,
scalable
reaction
conditions
broad
substrate
scope.
Mechanistic
studies
revealed
the
necessity
of
anodic
oxidation
process.
Further
conversion
afforded
other
valuable
derivatives.
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
42(15), С. 1691 - 1698
Опубликована: Март 19, 2024
Comprehensive
Summary
A
novel
electrochemical
multicomponent
cascade
reaction
of
indole‐tethered
alkenes
with
CF
3
SO
2
Na
and
n
‐Bu
4
NI
has
been
developed,
which
enables
the
rapid
assembly
spiropyrrolidinyl‐oxindoles
in
good
yields.
The
experimental
results
DFT
calculations
suggest
that
this
proceeds
through
oxidation
Na,
radical
coupling
alkene,
spirocyclization,
sulfinate,
iodide
substitution,
water
coupling.
This
strategy
features
mild
conditions,
easy‐to‐handle
reactants,
chemical
finding
not
only
enriches
research
contents
but
also
provides
a
green
for
construction
compared
existing
methodologies.
Organic & Biomolecular Chemistry,
Год журнала:
2022,
Номер
21(10), С. 2046 - 2058
Опубликована: Ноя. 18, 2022
This
review
describes
several
key
activation
methods
for
Langlois'
reagent
in
the
difunctionalization
of
alkenes
and
could
stimulate
interest
readers
promoting
wider
development
application
reagent.