Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(36), P. 7290 - 7294
Published: Jan. 1, 2023
Electrophilic
bromocyclization
reactions
are
widely
used
as
key
steps
in
the
synthesis
of
diverse
functionalized
tetrahydrofuroindolines
and
hexahydropyrroloindolines.
However,
direct
dibromination
variants
these
for
3,5-dibromoindolines
remain
undeveloped.
Here,
we
report
a
protonic-acid-promoted
electrooxidative
protocol
dearomative
C3,C5-dibromocyclizations
tryptophol
tryptamine
derivatives.
This
electrosynthetic
approach,
which
enables
selective
construction
heterocyclic
3a,5a-dibromoindolines
with
inexpensive,
non-hazardous
NaBr
both
electrolyte
Br
source,
provides
convenient,
practical
method
late-stage
3,5-diversification
indolines.
Green Chemistry,
Journal Year:
2023,
Volume and Issue:
25(7), P. 2572 - 2576
Published: Jan. 1, 2023
We
disclose
a
feasible
strategy
for
the
electrochemical
dehydrogenative
coupling
of
CS
2
and
amines
with
β-ketoesters,
which
leads
to
dithiocarbamate
intermediates
in
presence
bases.
Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(13), P. 2163 - 2168
Published: June 3, 2022
Abstract
A
visible‐light‐induced
regioselective
tandem
enamido
β‐C(
sp
2
)−H
alkylation/acrylamido
alkylation/cyclizative
alkenylation
sequence
of
3‐aza‐1,5‐dienes
is
presented.
This
protocol
regiospecific,
features
a
broad
substrate
scope,
and
provides
direct
access
to
3,4‐dialkylated
4‐pyrrolin‐2‐ones
from
readily
available
N
‐alkenylacrylamides.
It
scalable
gram
scale,
could
be
induced
by
natural
sunlight.
magnified
image
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(18), P. 12935 - 12948
Published: Sept. 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.
European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
26(31)
Published: July 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,
Journal Year:
2024,
Volume and Issue:
89(6), P. 3931 - 3940
Published: March 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.
Beilstein Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
20, P. 2225 - 2233
Published: Sept. 3, 2024
An
eco-friendly
selective
hydrolysis
of
chain
α-oxo
ketene
N
,
S
-acetals
in
water
for
the
switchable
synthesis
β-keto
thioesters
and
amides
is
reported.
In
refluxing
water,
reactions
presence
1.0
equiv
dodecylbenzenesulfonic
acid
effectively
afforded
excellent
yield,
while
were
successfully
obtained
yield
when
carried
out
3.0
NaOH.
The
green
approach
to
avoids
use
harmful
organic
solvents,
thiols
thiolacetates
as
well
amines,
which
could
result
serious
environmental
safety
issues.
