A
photoredox/nickel
dual
catalysis
is
presented
for
the
construction
of
several
kinds
useful
nitrogen-containing
heterocycles.
This
protocol
regioselective
and
features
a
broad
substrate
scope.
It
provides
direct
access
to
heterocycles
by
reacting
alkyl
chlorides
with
readily
available
activated
unactivated
alkenes.
Moreover,
this
can
be
easily
scalable
gram-scale,
it
feasible
use
sunlight
as
light
source.
Mechanistic
studies
suggest
that
energy
transfer
pathway
involved
in
catalytic
process.
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.
European Journal of Organic Chemistry,
Год журнала:
2024,
Номер
27(11)
Опубликована: Янв. 20, 2024
Abstract
A
practical
and
mild
electrochemical
dehydrogenative
regioselective
cyclization
method
has
been
established
for
the
synthesis
of
4‐pyrrolin‐2‐ones
using
3‐aza‐1,5‐dienes
1,3‐dicarbonyl
compounds
as
substrates.
This
protocol
is
catalyst‐free,
metal‐free,
does
not
require
oxidizing
agents.
It
exhibits
wide
substrate
compatibility
can
be
easily
scaled
up
to
gram
scale.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(10), С. 2352 - 2362
Опубликована: Апрель 5, 2024
Abstract
While
the
emergence
of
electrophotochemistry
provides
opportunities,
such
a
chemistry
at
this
stage
suffers
from
limited
reaction
types
and
high
photocatalyst
loadings.
A
self‐catalyzed
electrophotosynthesis
as
well
one
with
low
loading
is
presented.
These
external‐oxidant‐free
cyclizations
are
enabling
applicable
to
range
activated
alkenes,
affording
diverse
array
thiocyanato
heterocycles
including
4‐pyrrolin‐2‐ones,
isoquinoline‐1,3‐diones,
indolo[2,1‐
]isoquinolin‐6(5
H
)‐ones,
benzoimidazo[2,1‐
)‐ones
indolin‐2‐ones,
protocols
amenable
late‐stage
diversification
complex
molecular
architectures
gram‐scale
syntheses.
Sunlight
could
serve
light
source,
be
conducted
in
an
all‐solar‐driven
mode
using
commercially
available
photovoltaic
panel
produce
electricity.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(18), С. 12935 - 12948
Опубликована: Сен. 6, 2023
An
electrochemical
or
photoelectrochemical
regioselective
polyfluoroalkylation/cyclization
cascade
of
3-aza-1,5-dienes
with
sodium
fluoroalkanesulfinates
is
presented.
This
protocol
proceeds
a
broad
substrate
scope
and
good
functional
group
tolerance
under
mild,
oxidant-free,
transition-metal-free,
electrolyte-free
conditions
to
provide
3-polyfluoroalkylated
4-pyrrolin-2-ones
in
one
step
from
readily
available
N-vinylacrylamides,
it
scalable
the
Gram
scale.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(36)
Опубликована: Апрель 23, 2024
Three
hybrid
electrochemical
protocols,
which
involve
the
energy
transfer,
direct
photolysis
and
N-hydroxyphthalimide
catalyst,
respectively,
are
presented
for
selenylation/cyclization
of
fragile
substrates
3-aza-1,5-dienes
with
diorganyl
diselenides
to
afford
3-selenomethyl-4-pyrrolin-2-ones.
The
two
electrophotocatalytic
reactions
indirect
electrolysis
one
both
regioselective
external-oxidant-
transition-metal-free,
associated
a
broad
substrate
scope
high
Se-economy,
all
three
methods
amenable
gram-scale
syntheses,
late-stage
functionalizations,
sunlight-induced
experiments
all-solar-driven
syntheses.
Chemical Communications,
Год журнала:
2023,
Номер
59(39), С. 5902 - 5905
Опубликована: Янв. 1, 2023
The
chiral
phosphoric
acid-catalyzed
asymmetric
intermolecular
formal
[3+2]
cycloaddition
of
azoalkenes
with
azlactones
has
been
established.
This
convergent
protocol
leads
to
a
facile
and
enantioselective
de
novo
construction
wide
range
fully
substituted
4-pyrrolin-2-ones
bearing
carbon
atom
in
good
yields
excellent
enantioselectivities
(26
examples,
72-95%
87-99%
ee).
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(29), С. 5906 - 5918
Опубликована: Янв. 1, 2023
We
highlighted
the
applications
of
sulfonyl
hydrazides
in
radical
cyclization
alkenes,
which
generally
has
two
conversion
modes,
including
radicals
and
sulfoxide
radicals,
with
an
emphasis
on
their
reaction
mechanisms.
