Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(12), P. 2080 - 2085
Published: May 6, 2022
Abstract
Here
we
present
a
transition‐metal‐free
radical
cyclization
of
2‐arylbenzoimidazoles
with
unactivated
alkanes.
By
using
di‐
tert
‐butyl
peroxide
(DTBP)
to
promote
the
C(
sp
3
)−H
bond
functionalization,
this
approach
enables
assembly
various
benzimidazo[2,1‐
]isoquinolin‐6(5
H
)‐ones
in
aqueous
media.
This
strategy
can
not
only
well
tolerate
wide
range
cyclic
alkanes,
straight‐chain
toluene
derivatives,
as
pharmaceutical
molecule
eudesmol,
but
also
provides
an
for
functionalization
bonds
media
under
systems.
magnified
image
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 Chemistry Frontiers,
Journal Year:
2021,
Volume and Issue:
8(9), P. 2079 - 2109
Published: Jan. 1, 2021
This
review
summarize
the
established
strategies
through
fluorination
and
fluoroalkylation
of
alkenes/alkynes
for
constructing
fluoro-containing
heterocycles.
Reaction
scopes,
mechanisms
some
shortcomings
are
also
discussed.
Advanced Synthesis & Catalysis,
Journal Year:
2020,
Volume and Issue:
362(11), P. 2143 - 2149
Published: Jan. 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.
magnified
image
The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
86(13), P. 9055 - 9066
Published: June 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.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(2), P. 642 - 647
Published: Jan. 5, 2022
A
direct
alkoxycarbonylation/cyclization
reaction
is
accomplished
under
visible
light-induced
photoredox
catalysis.
With
this
approach,
a
variety
of
ester-substituted
indolo[2,1-a]isoquinolines
are
prepared
in
good
to
excellent
yields.
It
worth
noting
that
method
not
only
can
afford
the
synthesis
but
also
provide
an
alternative
route
for
generating
complex
target
structures
bearing
carboxylic
esters.
ACS Catalysis,
Journal Year:
2023,
Volume and Issue:
13(12), P. 7756 - 7794
Published: May 25, 2023
A
selection
of
perfluoroalkylation
reactions
aliphatic
substrates
that
display
methodological
and
synthetic
amplitude
will
be
studied,
giving
examples
their
applications
mechanistic
details.
An
array
approaches
for
fluoroalkylation
are
documented;
in
particular,
radical
protocols
prominent
among
methods.
To
effect,
addition
perfluoroalkyl
radicals
RF
(RF=CnF2n+1,
n
>
1)
to
unsaturated
organic
serve
as
one
the
most
direct
efficacious
ways
access
fluoroalkylated
scaffolds.
The
syntheses
perfluoroalkyl-substituted
vinyl,
alkynyl,
allylic
compounds;
hydro-,
iodo-,
oxy-perfluoroalkylated
alkanes
olefins;
carbonyl
enamides,
amides,
thioamides,
hydrazones;
multicomponent
studied.
While
there
a
number
accomplished
reports
on
organofluorination,
we
aim
provide
an
overview
radical-involved
substrates,
covering
from
2018
early
2023,
summarized
Tables
1–4.
ACS Sustainable Chemistry & Engineering,
Journal Year:
2020,
Volume and Issue:
8(7), P. 2682 - 2687
Published: Jan. 29, 2020
A
heterogeneous
photocatalyst
based
on
copper-doped
g-C3N4
was
developed
for
the
oxidative
hydroxylation
of
aryl
boronic
acids
into
phenols
at
room
temperature
under
irradiation
blue
light
(460
nm).
The
reaction
proceeded
efficiently
in
water
as
a
green
solvent
and
air
oxidant,
giving
various
products
with
high
yields
short
time.
Importantly,
this
catalyst
can
be
used
least
5
times
reactivities
maintained.
Advanced Synthesis & Catalysis,
Journal Year:
2020,
Volume and Issue:
362(10), P. 1947 - 1954
Published: Feb. 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.
magnified
image
ChemSusChem,
Journal Year:
2019,
Volume and Issue:
13(2), P. 298 - 303
Published: Nov. 12, 2019
Abstract
The
introduction
of
phosphorus
functional
groups
into
the
skeleton
thioflavones
is
an
attractive
task
and
great
significance.
Herein,
a
metal‐free
visible‐light‐induced
radical
cascade
cyclization
was
developed
for
preparation
2‐phosphorylated
from
methylthiolated
alkynones
phosphine
oxides.
In
water
as
green
reaction
medium,
large
number
such
were
prepared,
catalyzed
by
4CzIPN
[1,2,3,5‐tetrakis(carbazol‐9‐yl)‐4,6‐dicyanobenzene]
under
visible‐light
irradiation.
These
reactions
could
be
performed
at
ambient
temperature
feature
simple
operation,
wide
scope,
recyclability
aqueous
media.