The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(6), С. 3931 - 3940
Опубликована: Март 7, 2024
The
electrochemical
oxidative
radical–radical
cross-coupling
of
sulfonyl
hydrazides
with
diselenides
for
the
synthesis
selenosulfonates
was
successfully
accomplished.
method
is
applicable
to
a
wide
range
aromatic/aliphatic
and
diselenides,
providing
products
in
good
excellent
yields.
Notably,
this
protocol
stands
out
its
green
sustainable
nature,
as
it
does
not
rely
on
transition
metals
oxidizing
agents,
starting
materials
are
cost-effective
readily
available.
Chinese Journal of Chemistry,
Год журнала:
2024,
Номер
42(19), С. 2323 - 2328
Опубликована: Май 22, 2024
Comprehensive
Summary
A
novel
visible‐light‐induced
radical
cascade
6‐
endo
cyclization
of
dienes
(
N
‐(2‐vinylphenyl)acryl
amides)
is
developed
utilizing
α‐carbonyl
bromides
as
alkyl
reagents.
This
approach
affords
an
efficient
way
for
synthesizing
six‐membered
benzo‐fused
lactam
derivatives
with
chemo‐
and
regio‐selectivity
good
functional
group
tolerance.
Primary,
secondary,
tertiary
are
well‐compatible
this
reaction.
Herein,
we
report
a
visible
light-induced
difluoromethylation
cyclization
and
subsequent
amination-defluorination
reaction.
This
protocol
allows
efficient
to
valuable
3-fluoro-quinolinones
in
moderate
excellent
yields.
A
sequential
difluoromethylation-cyclization-amination-defluorination
mechanism
was
proposed
based
on
study.
Further
density
functional
theory
(DFT)
calculations
revealed
that
the
base
K
European Journal of Organic Chemistry,
Год журнала:
2023,
Номер
26(31)
Опубликована: Июль 12, 2023
Abstract
A
visible
light‐induced
perfluoroalkylative
cyclization
of
3‐aza‐1,5‐dienes
leading
to
pentasubstituted
1,3‐dihydropyrrole‐2‐ones
is
presented.
The
reaction
regiospecific,
for
the
radical
adds
across
acrylamido
moiety,
whereas
enaminic
double
bond
functions
as
a
built‐in
trap.
It
could
be
carried
out
on
2‐gram
scale,
and
sunlight
usable
light
source.
Other
virtues
protocol
include
short
time,
low
catalyst
loading,
mild
conditions
broad
substrate
scope.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(6), С. 3931 - 3940
Опубликована: Март 7, 2024
The
electrochemical
oxidative
radical–radical
cross-coupling
of
sulfonyl
hydrazides
with
diselenides
for
the
synthesis
selenosulfonates
was
successfully
accomplished.
method
is
applicable
to
a
wide
range
aromatic/aliphatic
and
diselenides,
providing
products
in
good
excellent
yields.
Notably,
this
protocol
stands
out
its
green
sustainable
nature,
as
it
does
not
rely
on
transition
metals
oxidizing
agents,
starting
materials
are
cost-effective
readily
available.
