The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(14), С. 10234 - 10238
Опубликована: Июль 1, 2024
Nickel-catalyzed
hydrocyanation
of
1,3-butadiene
with
hydrogen
cyanide
gas
is
the
predominant
method
for
synthesis
adiponitrile,
which
an
important
precursor
polymer
production.
However,
use
fossil-derived
alkenes
raises
environmental
concerns,
and
highly
volatile
extremely
toxic.
Herein,
we
report
biomass-derived
1,4-butanediol,
as
well
other
primary
alcohols,
photochemical
linear
branched
nitriles
dinitriles,
including
1,4-dicyanobenzene
CN
source.
This
mild,
sustainable
does
not
require
or
air-
moisture-sensitive
metal
catalyst
applicable
production
dinitriles
precursors
diamines,
have
potential
utility
development
novel
polyamides.
Chemical Communications,
Год журнала:
2023,
Номер
59(20), С. 2943 - 2945
Опубликована: Янв. 1, 2023
An
electron
donor-acceptor
(EDA)
complex
forms
between
1,4-dicyanobenzene
and
N-phenylpyrrolidine,
which
are
coupling
partners
for
the
α-aminoarylation
photoredox
reaction.
Calculations
experiments
demonstrate
EDA
is
a
better
base
than
N-phenylpyrroline.
A
re-analysis
of
reaction
suggests
that
proton
acceptor
in
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
89(19), С. 13818 - 13825
Опубликована: Май 30, 2023
The
use
of
photoredox
catalysis
for
the
synthesis
small
organic
molecules
relies
on
harnessing
and
converting
energy
in
visible
light
to
drive
reactions.
Specifically,
photon
is
used
generate
radical
ion
species
that
can
be
harnessed
through
subsequent
reaction
steps
form
a
desired
product.
Cyanoarenes
are
widely
as
arylating
agents
because
their
stability
persistent
anions.
However,
there
marked,
unexplained
variations
product
yields
when
using
different
cyanoarenes.
In
this
study,
quantum
yield
an
α-aminoarylation
between
five
cyanoarene
coupling
partners
Synthesis,
Год журнала:
2022,
Номер
54(11), С. 2574 - 2584
Опубликована: Янв. 18, 2022
Abstract
The
value
of
functional
pyrrolidines
in
the
fields
biology,
pharmacology,
catalysis,
and
natural
product
synthesis
stimulates
an
intensive
interest
developing
new
synthetic
methods
for
this
class
compounds,
direct
functionalization
simple
pyrrolidine
represents
attractive
effective
approach.
Herein,
a
metal-free
protocol
N-arylation
α-functionalization
via
redox-neutral
three-component
reactions
is
reported,
which
p-quinol
ethers
or
p-quinone
monoacetals
serve
as
arylation
components
formal
oxidants
pyrrolidine.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(14), С. 10234 - 10238
Опубликована: Июль 1, 2024
Nickel-catalyzed
hydrocyanation
of
1,3-butadiene
with
hydrogen
cyanide
gas
is
the
predominant
method
for
synthesis
adiponitrile,
which
an
important
precursor
polymer
production.
However,
use
fossil-derived
alkenes
raises
environmental
concerns,
and
highly
volatile
extremely
toxic.
Herein,
we
report
biomass-derived
1,4-butanediol,
as
well
other
primary
alcohols,
photochemical
linear
branched
nitriles
dinitriles,
including
1,4-dicyanobenzene
CN
source.
This
mild,
sustainable
does
not
require
or
air-
moisture-sensitive
metal
catalyst
applicable
production
dinitriles
precursors
diamines,
have
potential
utility
development
novel
polyamides.
