Organic & Biomolecular Chemistry,
Journal Year:
2020,
Volume and Issue:
18(25), P. 4843 - 4847
Published: Jan. 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.
Chemical Society Reviews,
Journal Year:
2022,
Volume and Issue:
51(4), P. 1415 - 1453
Published: Jan. 1, 2022
This
review
summarizes
recent
progress
on
using
carboxylic
acids
directly
as
convenient
precursors
for
the
1,4-radical
conjugate
addition
(Giese)
reaction.
ACS Catalysis,
Journal Year:
2020,
Volume and Issue:
10(12), P. 6676 - 6681
Published: May 29, 2020
Benzo[4,5]imidazo[2,1-a]isoquinolin-6(5H)-one
derivatives
are
prevalent
in
many
synthetic
intermediates,
pharmaceuticals,
and
organic
materials.
Herein,
we
develop
a
Mn-catalyzed
electrochemical
radical
cascade
cyclization
reaction
that
uses
electricity
as
the
primary
energy
input
to
promote
reaction,
leading
series
of
benzo[4,5]imidazo[2,1-a]isoquinolin-6(5H)-one
under
exogenous-oxidant-free
conditions.
It
is
worth
noting
this
method
can
not
only
realize
synthesis
but
also
provides
new
strategy
for
generating
alkyl
radicals
from
alkylboronic
acids.
Asian Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
10(4), P. 711 - 748
Published: Feb. 11, 2021
Abstract
Photocatalyzed
organic
synthesis
transformation
is
a
remarkable
green
synthetic
strategy
because
of
the
advantages
operational
simplicity,
high
chemoselectivities,
cheap,
and
environmental
benignancy,
along
with
extensive
applications
in
fields
organic,
pharmaceutical
functional
material
chemistry.
Generally,
photoredox
catalysts
or
photosensitizers
are
necessary
for
generation
their
excited
states
to
perform
successive
oxidative
reductive
reactions
through
single
electron
transfer
(SET)
energy
(ET)
process.
Furthermore,
exploration
colored
donor‐acceptor
(EDA)
complex
charge
(CT)
between
an
electron‐rich
electron‐poor
substrate
provides
chance
deliver
intermediate
under
irradiation
light,
resulting
formation
radical
activate
species
induce
various
reactions.
These
were
performed
without
need
any
external
photocatalysts
mild
reaction
conditions.
Herein,
this
review
focuses
on
recent
progress
photoinduced
addition
reactions,
borylations,
radical‐radical
cross‐coupling
degradation
cascade
cyclization
via
EDA
complexes.
We
highlight
these
novel
methodologies
applications,
as
well
mechanisms.
This
will
help
provide
references
medicinal
chemists
who
charmed
by
photochemical
transformations
based
Organic Letters,
Journal Year:
2019,
Volume and Issue:
21(11), P. 4019 - 4024
Published: May 17, 2019
A
novel
and
practical
fluoroalkyl
radical-initiated
cascade
reaction
was
developed
to
access
diverse
2-fluoroalkylbenzothiazoles
by
reacting
various
radical
sources,
including
perfluoroalkyl
iodide
(ICnF2n+1,
n
=
3–8,
10),
ICF(CF3)2,
ICF2COOEt,
ICF2CF2Cl,
or
ICF2CF2Br,
tetramethylethane-1,2-diamine
(TMEDA),
2-isocyanoaryl
thioethers
in
tetrahydrofuran
under
nitrogen
atmosphere
blue-light
irradiation
conditions.
Furthermore,
this
one-pot
protocol
could
well
be
expanded
2-fluoroalkylbenzoselenazoles
starting
from
(2-isocyanophenyl)(methyl)selane,
iodides
3–8)
ICF2COOEt
TMEDA.
Organic Chemistry Frontiers,
Journal Year:
2019,
Volume and Issue:
6(8), P. 1173 - 1182
Published: Jan. 1, 2019
A
facile
and
efficient
transition-metal-free
decarboxylative
radical
coupling
reaction
of
α,α-difluoroarylacetic
acids
with
quinoxalin-2(1H)-ones
has
been
developed
under
mild
conditions.
The Journal of Organic Chemistry,
Journal Year:
2019,
Volume and Issue:
84(16), P. 10160 - 10171
Published: July 22, 2019
A
simple
metal–ligand
cooperative
approach
for
the
dehydrogenative
functionalization
of
alcohols
to
various
substituted
quinolines
and
quinazolin-4(3H)-ones
under
relatively
mild
reaction
conditions
(≤90
°C)
is
reported.
Simple
easy-to-prepare
air-stable
Cu(II)
complexes
featuring
redox-active
azo-aromatic
scaffolds,
2-arylazo-(1,10-phenanthroline)
(L1,2),
are
used
as
catalyst.
wide
variety
were
synthesized
in
moderate
good
isolated
yields
via
coupling
reactions
inexpensive
easily
available
starting
materials
aerobic
conditions.
few
control
experiments
deuterium
labeling
studies
carried
out
understand
mechanism
reactions,
which
indicate
that
both
copper
coordinated
ligand
participate
a
manner
during
catalytic
cycle.
Advanced Synthesis & Catalysis,
Journal Year:
2019,
Volume and Issue:
361(22), P. 5176 - 5181
Published: Sept. 26, 2019
Abstract
A
metal‐free
visible‐light‐induced
cyclization
procedure
was
developed
for
the
rapid
synthesis
of
perfluoroalkyl‐substituted
benzimidazo[2,1‐
a
]isoquinolin‐6(5
H
)‐ones
and
indolo[2,1‐
under
mild
reaction
conditions.
In
this
procedure,
formation
electron‐donor‐acceptor
(EDA)
complex
is
critical
visible‐light
promoted
process
to
avoid
utilization
external
photocatalysts.
magnified
image
ChemCatChem,
Journal Year:
2020,
Volume and Issue:
12(21), P. 5312 - 5329
Published: July 11, 2020
Abstract
Radical‐initiated
difunctionalization
of
alkenes
is
one
the
most
important
methods
in
organic
synthesis
and
medicinal
chemistry,
which
can
be
applied
to
synthesize
value
complex
compounds
as
well
structural
motifs
that
found
bioactive
natural
products
pharmaceuticals.
In
recent
years,
impressive
progress
have
been
made
this
area
with
ideal
silver
catalysis.
Here,
we
summarize
advances
silver‐mediated
radical
for
formation
diverse
bonds,
including
1)
two‐component
reactions
enabled
by
an
intramolecular
cyclization
process
toward
various
cyclic
2)
three‐component
leading
linear
compounds.
These
alkene
transformations
are
general
initiated
different
radicals,
such
carbon‐,
oxygen‐,
sulfur‐,
phosphinyl‐,
halogen‐center
followed
terminated
nucleophiles
form
two
new
bonds
a
single
reaction.
