Organic & Biomolecular Chemistry,
Год журнала:
2020,
Номер
18(25), С. 4843 - 4847
Опубликована: Янв. 1, 2020
A
simple
and
practical
method
for
the
synthesis
of
phosphoryl-substituted
indolo[2,1-a]isoquinolin-6(5H)-ones
benzimidazo[2,1-a]isoquinolin-6(5H)-ones
through
manganese(iii)-promoted
tandem
phosphinoylation/cyclization
2-arylindoles
or
2-arylbenzimidazoles
with
disubstituted
phosphine
oxides
was
developed.
In
this
transformation,
new
C-P
bond
C-C
were
constructed
simultaneously
under
silver-free
conditions,
exhibiting
a
broad
substrate
scope.
It
noted
that
not
only
diarylphosphine
but
also
dialkyl
arylalkyl-phosphine
compatible
conditions.
Advanced Synthesis & Catalysis,
Год журнала:
2020,
Номер
362(11), С. 2143 - 2149
Опубликована: Янв. 8, 2020
Abstract
A
sustainable
and
cost‐effective
protocol
for
direct
aminomethylation
of
imidazo‐fused
heterocycles
by
decarboxylative
coupling
reaction
N
‐phenylglycines
with
in
the
presence
CsPbBr
3
under
irradiation
visible
light
has
been
developed.
This
is
first
example
‐catalyzed
heterocycles.
The
eminent
advantage
this
work
that,
easily
prepared
can
be
used
at
least
5
times
without
obvious
reduction
its
activity,
exhibiting
high
catalyst
economic
feature.
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Organic Letters,
Год журнала:
2020,
Номер
22(14), С. 5342 - 5346
Опубликована: Июнь 30, 2020
A
strategy
to
functionalized
spiro[4.5]trienones,
by
domino
silver-catalyzed
decarboxylative
acylation
or
alkylation/
ipso-cyclization
of
N-arylpropiolamides
with
α-keto
acids/alkyl
carboxylic
acids,
is
presented.
This
transformation
offers
a
wide
range
substituted
3-acyl/alkyl-spiro[4.5]trienones
in
high
yields
broad
substrate
scope.
The
approach
was
further
extended
access
fused
tricyclic
frameworks,
6,7-dihydro-3H-pyrrolo[2,1-j]quinoline-3,9(5H)-diones.
The Journal of Organic Chemistry,
Год журнала:
2021,
Номер
86(13), С. 9055 - 9066
Опубликована: Июнь 23, 2021
A
visible-light-induced
decarboxylation
reaction
was
developed
for
the
synthesis
of
alkylated
benzimidazo[2,1-a]isoquinoline-6(5H)-ones
and
indolo[2,1-a]isoquinolin-6(5H)-ones
under
metal-free
conditions.
Impressively,
metal
catalysts
traditionally
volatile
organic
solvents
could
be
effectively
avoided.
Beilstein Journal of Organic Chemistry,
Год журнала:
2023,
Номер
19, С. 1055 - 1145
Опубликована: Июль 28, 2023
Photoredox
catalysis
(PRC)
is
a
cutting-edge
frontier
for
single
electron-transfer
(SET)
reactions,
enabling
the
generation
of
reactive
intermediates
both
oxidative
and
reductive
processes
via
photon
activation
catalyst.
Although
this
represents
significant
step
towards
chemoselective
and,
more
generally,
sustainable
chemistry,
its
efficacy
limited
by
energy
visible
light
photons.
Nowadays,
excellent
alternative
conditions
are
available
to
overcome
these
limitations,
harvesting
two
different
but
correlated
concepts:
use
multi-photon
such
as
consecutive
photoinduced
electron
transfer
(conPET)
combination
photo-
electrochemistry
in
synthetic
photoelectrochemistry
(PEC).
Herein,
we
review
most
recent
contributions
fields
activations
organic
functional
groups.
New
opportunities
chemists
captured,
selective
reactions
employing
super-oxidants
super-reductants
engage
unactivated
chemical
feedstocks,
scalability
up
gram
scales
continuous
flow.
This
provides
comparisons
between
techniques
(multi-photon
photoredox
PEC)
help
reader
fully
understand
their
similarities,
differences
potential
applications
therefore
choose
which
method
appropriate
given
reaction,
scale
purpose
project.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(8), С. 5783 - 5796
Опубликована: Апрель 9, 2024
A
visible-light-induced
radical-cascade
selenocyanation/cyclization
of
N-alkyl-N-methacryloyl
benzamides,
2-aryl-N-acryloyl
indoles,
and
N-methacryloyl-2-phenylbenzimidazoles
with
potassium
isoselenocyanate
(KSeCN)
was
developed.
The
reactions
were
carried
out
inexpensive
KSeCN
as
a
selenocyanation
reagent,
persulfate
an
oxidant,
2,4,6-triphenylpyrylium
tetrafluoroborate
bifunctional
catalyst
for
phase-transfer
catalysis,
photocatalysis.
library
selenocyanate-containing
isoquinoline-1,3(2H,4H)-diones,
indolo[2,1-a]isoquinoline-6(5H)-ones,
benzimidazo[2,1-a]isoquinolin-6(5H)-ones
achieved
in
moderate
to
excellent
yields
at
room
temperature
under
visible-light
ambient
conditions.
Importantly,
the
present
protocol
features
mild
reaction
conditions,
large-scale
synthesis,
simple
manipulation,
product
derivatization,
good
functional
group,
heterocycle
tolerance.
Organic Chemistry Frontiers,
Год журнала:
2019,
Номер
6(9), С. 1476 - 1480
Опубликована: Янв. 1, 2019
A
concise
one-pot
three-component
thioamination
of
1,4-naphthoquinone
with
thiols
and
amines
was
developed
to
synthesize
2-amino-3-thio-1,4-naphthoquinones.
Organic Letters,
Год журнала:
2020,
Номер
22(17), С. 6960 - 6965
Опубликована: Авг. 26, 2020
A
feasible
arylaminomethyl
radical-triggered
tandem
annulation
reaction
has
been
developed
toward
a
large
variety
of
poly
fused
heterocycles,
tetrahydroimidazo[1,5-a]quinoxalin-4(5H)-ones,
by
reacting
diverse
quinoxalin-2(1H)-ones
with
various
N-arylglycines
in
green
solvent
(DMC)
the
presence
CsPbBr3
under
white-light
irradiation
conditions.
Chemical Communications,
Год журнала:
2019,
Номер
55(84), С. 12615 - 12618
Опубликована: Янв. 1, 2019
A
metal-free
cascade
reaction
was
developed
for
the
synthesis
of
indolo[1,2-a]quinoline
derivatives
from
arylsulfonyl
hydrazides
and
1-(2-(arylethynyl)phenyl)indoles
in
presence
TBAI/TBHP.
Advanced Synthesis & Catalysis,
Год журнала:
2020,
Номер
362(10), С. 1947 - 1954
Опубликована: Фев. 18, 2020
Abstract
Here,
a
mild
and
general
oxidative
radical
relay
carbocyclization
reaction
with
2‐arylbenzoimidazoles
cyclic
ethers
is
reported.
This
method
provides
an
efficient
access
to
wide
range
of
structurally
diverse
benzimidazo[2,1‐
]isoquinoline‐6(5
H
)‐ones
under
metal‐free
conditions.
The
substrate
scope,
good
functional
group
tolerance,
scale‐up
operation
this
are
expected
promote
its
potential
applications
in
biotechnology
pharmacy.
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