Organic Letters,
Год журнала:
2020,
Номер
23(1), С. 195 - 201
Опубликована: Дек. 23, 2020
Herein,
a
novel
method
for
the
gram-scale
synthesis
of
(E)-quinoxalinone
oximes
through
multicomponent
reaction
under
mild
conditions
is
described.
Such
transformation
was
performed
transition-metal-free
conditions,
affording
(E)-oximes
in
moderate-to-good
yield
recrystallization.
Our
methodology
demonstrates
successful
combination
Mannich-type
and
radical
coupling,
providing
green
practical
approach
potentially
bioactive
quinoxalinone-containing
molecules.
Journal of the American Chemical Society,
Год журнала:
2023,
Номер
145(36), С. 20141 - 20148
Опубликована: Авг. 28, 2023
Chemodivergent
synthesis
has
been
achieved
in
asymmetric
photocatalysis.
Under
a
dual
catalyst
system
consisting
of
chiral
phosphoric
acid
and
DPZ
as
photosensitizer,
different
inorganic
bases
enabled
the
formation
two
sets
valuable
products
from
three-component
radical
tandem
transformations
2-bromo-1-arylenthan-1-ones,
styrenes,
quinoxalin-2(1H)-ones.
The
key
to
success
was
distinct
pKa
environment,
which
radicals
that
formed
on
quinoxalin-2(1H)-one
rings
after
addition
processes
underwent
either
single-electron
oxidation
or
reduction.
In
addition,
this
work
represents
first
use
quinoxalin-2(1H)-ones
photoredox
catalysis.
ACS Sustainable Chemistry & Engineering,
Год журнала:
2023,
Номер
11(3), С. 910 - 920
Опубликована: Янв. 11, 2023
The
first
piezochemically
driven
decarboxylative
coupling
of
the
C–H
bond
was
developed.
agitation
BaTiO3
via
ball
milling
converts
mechanical
energy
into
electrical
potential,
leading
to
production
a
benzoyl
radical
single-electron
transfer
pathway
analogous
photocatalytic
reaction.
This
mechanoredox
catalytic
strategy
synthesize
C3-acylated
quinoxalin-2(1H)-ones
requires
no
solvent,
short
reaction
time,
and
simple
handling
skills,
exhibiting
promising
potential
in
large-scale
chemical
manufacturing.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(4), С. 2631 - 2641
Опубликована: Фев. 3, 2023
An
efficient,
catalyst-
and
additive-free,
visible-light-driven
radical
C3-H
alkylation
of
quinoxalin-2(1H)-one
derivatives
has
been
developed.
This
reaction
utilizes
alkyl-NHP-esters
as
an
alkyl
donor
acceptor.
The
operationally
simple
protocol
works
under
mild
conditions
tolerates
a
variety
functional
groups.
Furthermore,
the
synthetic
utility
methodology
was
successfully
implemented
for
synthesizing
biologically
relevant
C3-alkyl
substituted
derivatives.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(10), С. 2186 - 2208
Опубликована: Апрель 4, 2024
Abstract
This
review
presents
an
outline
of
current
advancements
in
the
photochemical
and
electrochemical
synthesis
oxazoles
isoxazoles.
Oxazole
isoxazole
are
important
building
blocks
for
a
variety
medicinally
useful
compounds.
Therefore,
these
heterocycles
via
sustainable
technologies
is
worth
demanding.
Photochemical
two
among
few
technologies.
covers
brief
discussion
on
reaction
parameters
like
catalysts,
substrates
scope,
temperature,
solvents,
electrodes,
electrolytes
(in
case
process),
light
source
process)
individual
reaction.
Detailed
mechanistic
insight
each
also
presented.
Finally,
summary,
future
direction
toward
development
effective
methods
isoxazoles
Organic Letters,
Год журнала:
2020,
Номер
23(1), С. 195 - 201
Опубликована: Дек. 23, 2020
Herein,
a
novel
method
for
the
gram-scale
synthesis
of
(E)-quinoxalinone
oximes
through
multicomponent
reaction
under
mild
conditions
is
described.
Such
transformation
was
performed
transition-metal-free
conditions,
affording
(E)-oximes
in
moderate-to-good
yield
recrystallization.
Our
methodology
demonstrates
successful
combination
Mannich-type
and
radical
coupling,
providing
green
practical
approach
potentially
bioactive
quinoxalinone-containing
molecules.
