The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
86(17), P. 11723 - 11735
Published: Aug. 9, 2021
Disclosed
herein
is
a
cross-dehydrogenative-coupling
reaction
of
N-heterocycles
including
1,2,4-triazine-3,5(2H,
4H)-diones
and
quinoxaline-2(1H)-ones
with
N-methylanilines
to
form
C(sp2)–C(sp3)
under
visible-light
illumination
ambient
air
at
room
temperature.
In
this
process,
easily
available
Ru(bpy)3Cl2·6H2O
serves
as
the
catalyst,
acts
green
oxidant.
This
method
features
high
atom
economy,
environmental
friendliness,
convenient
operation
provides
an
efficient
practical
access
aminomethyl-substituted
extensive
functional
group
compatibility
in
40–86%
yields.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(3), P. 986 - 992
Published: Jan. 1, 2023
This
study
describes
a
green
and
novel
multi-component
reaction
for
direct
perfluoroalkylation/heteroarylation
of
[1.1.1]propellane
with
heteroarenes
perfluoroalkyl
iodines
to
diverse
bicyclo[1.1.1]pentanes
(BCPs).
Chemical Communications,
Journal Year:
2021,
Volume and Issue:
57(49), P. 6050 - 6053
Published: Jan. 1, 2021
A
green
and
efficient
strategy
for
the
synthesis
of
quinazolinone
derivatives
via
photo-induced
decarboxylative
cascade
radical
acylation/cyclization
unactivated
alkenes
has
been
developed
under
oxidant
photocatalyst
free
conditions.
Green Chemistry,
Journal Year:
2021,
Volume and Issue:
23(17), P. 6632 - 6638
Published: Jan. 1, 2021
This
study
demonstrates
a
metal-free
cross-dehydrogenative
coupling
for
direct
para
-C–H
heteroarylation
of
anilines
with
quinoxalinones
using
air
as
the
sole
oxidant
and
H
2
O/DMSO
solvent.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(8), P. 5371 - 5381
Published: March 29, 2024
A
facile
and
eco-friendly
photoinduced
dehydrogenative
amination
of
quinoxalin-2(1H)-ones
with
aliphatic
amines
without
any
metal,
strong
oxidant,
photocatalyst
has
been
established
for
the
first
time.
This
reaction
proceeding
efficiently
air
as
sole
oxidant
at
room
temperature
obtains
a
wide
range
3-aminoquinoxaline-2(1H)-ones
in
high
yields
excellent
functional
group
tolerance.
The
mechanistic
studies
show
an
interesting
involvement
photosensitizer,
which
eliminates
requirement
external
photocatalysts.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(7), P. 4764 - 4776
Published: March 23, 2022
A
practical
and
scalable
protocol
for
electrochemical
arylation
of
quinoxalin(on)es
with
arylhydrazine
hydrochlorides
under
mild
conditions
has
been
developed.
This
method
exhibits
high
efficiency,
easy
scalability,
broad
functional
group
tolerance.
Various
arylhydrazines
underwent
this
transformation
smoothly
in
an
undivided
cell,
providing
the
corresponding
aryl-substituted
moderate
to
good
yields.
radical
mechanism
is
involved
reaction.
Frontiers in Chemistry,
Journal Year:
2022,
Volume and Issue:
10
Published: Nov. 3, 2022
The
activation
of
C–H
bond,
and
its
direct
one-step
functionalization,
is
one
the
key
synthetic
methodologies
that
provides
access
to
a
variety
practically
significant
compounds.
Particular
attention
focused
on
modifications
obtained
at
final
stages
synthesis
complicated
molecules,
which
requires
high
tolerance
presence
existing
functional
groups.
Phosphorus
an
indispensable
element
life,
phosphorus
chemistry
now
experiencing
renaissance
due
new
emerging
applications
in
medicinal
chemistry,
materials
(polymers,
flame
retardants,
organic
electronics,
photonics),
agricultural
(herbicides,
insecticides),
catalysis
(ligands)
other
important
areas
science
technology.
In
this
regard,
search
for
new,
more
selective,
low-waste
routes
become
relevant.
context,
electrosynthesis
has
proven
be
eco-efficient
convenient
approach
many
respects,
where
reagents
are
replaced
by
electrodes,
reactants
applied
potential
determines
their
“oxidizing
or
reducing
ability”.
An
electrochemical
such
processes
being
developed
rapidly
demonstrates
some
advantages
over
traditional
classical
methods
C-H
phosphorylation.
main
reasons
success
exclusion
excess
from
reaction
system:
as
oxidants,
agents,
sometimes
metal
and/or
improvers,
challenge
isolation,
increase
wastes
reduce
yield
frequent
incompatibility
with
these
Ideal
conditions
include
electron
reactant
(regulated
potential)
by-products
hydrogen
hydrocarbon.
review
summarizes
analyzes
achievements
preparation
various
derivatives
carbon-phosphorus
bonds,
collects
data
redox
properties
most
commonly
used
precursors.
Electrochemically
induced
reactions
both
without
catalyst
metals,
competitive
oxidation
precursors
leads
either
bond
generation
phosphorus-centered
radicals
(radical
cations)
states
will
examined.
focuses
publications
past
5
years.
Advanced Synthesis & Catalysis,
Journal Year:
2023,
Volume and Issue:
365(7), P. 1020 - 1026
Published: March 10, 2023
Abstract
An
operationally
simple
aqueous
phase
three‐component
photochemical
strategy
for
the
alkylation
of
quinoxalin‐2(1
H
)‐ones
with
diethyl
α
‐bromomalonate
and
unactivated
alkenes
in
absence
both
photoredox
catalysts
additive
has
been
developed.
This
reaction
is
driven
by
activity
electron
donor‐acceptor
(EDA)
complexes
formed
‐bromomalonate.
Irradiation
visible
light
triggered
single‐electron
transfer
(SET)
from
to
‐bromomalonate,
inducing
formation
corresponding
alkyl
radical
subsequent
tandem
reaction.
It
provides
an
efficient
way
construct
alkylated
quinoxalinones
small
molecules.
magnified
image
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(14), P. 5721 - 5726
Published: Jan. 1, 2023
Herein,
metal-free
phosphonation
of
N-heterocycles
with
diphenylphosphine
oxides,
promoted
by
1,5-diazabicyclo[5,4,0]undec-5-ene
utilizing
air
as
a
green
oxidant
in
dimethyl
carbonate
an
eco-friendly
solvent
at
room
temperature,
is
presented.
