The Journal of Organic Chemistry,
Journal Year:
2021,
Volume and Issue:
86(21), P. 15768 - 15776
Published: Oct. 11, 2021
We
reported
herein
a
copper-catalyzed
trifluoromethylarylated
cycloaddition
of
imidazoles
and
olefins
using
CF3SO2Cl
as
the
radical
source
to
synthesize
highly
functionalized
tricyclic
imidazoles.
This
procedure
exhibits
wide
range
substrate
scope
with
25%–93%
isolated
yields
(36
examples).
Mechanistic
studies
were
carried
out
support
free
trifluoromethyl
pathway.
Green Chemistry,
Journal Year:
2022,
Volume and Issue:
24(4), P. 1732 - 1737
Published: Jan. 1, 2022
A
general
visible-light-induced
catalyst-/additive-free
strategy
was
developed
for
the
construction
of
various
aroylated
heterocyclesunder
air
and
room
temperature
conditions.
Beilstein Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
19, P. 1055 - 1145
Published: July 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,
Journal Year:
2024,
Volume and Issue:
89(4), P. 2777 - 2781
Published: Feb. 5, 2024
2,1,3-Benzothiadiazole
is
widely
used
as
a
privileged
scaffold
in
pharmaceuticals
and
organic
functional
materials.
Nonetheless,
many
current
methods
for
the
functionalization
of
2,1,3-benzothiadiazole
rely
on
preactivation,
transition
metal
catalysts/promoters,
or
an
elevated
reaction
temperature.
Herein
we
disclose
transition-metal-free
visible-light-induced
photocatalytic
method
direct
C–H
alkylation
using
readily
accessible
carboxylic
acid
derivatives,
i.e.,
N-hydroxyphthalimide
esters
(NHPEs),
alkylating
reagents
under
room
This
mild
scalable
highlighted
by
late-stage
installation
benzothiadiazole
drugs
natural
products.
Chemical Communications,
Journal Year:
2021,
Volume and Issue:
57(73), P. 9276 - 9279
Published: Jan. 1, 2021
A
simple
and
efficient
iron-catalysed
radical
cyclization
to
synthesize
germanium-substituted
indolo[2,1-
a
]isoquinolin-6(5
H
)-ones
indolin-2-ones
has
been
developed.
Asian Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
12(5)
Published: April 8, 2023
Abstract
Ring‐fused
polycyclic
structures
widely
exist
in
a
myriad
of
natural
products
and
pharmaceutical
molecules.
Consequently,
the
construction
such
from
readily
available
substrates
becomes
an
important
researching
topic
organic
synthesis.
Triggered
by
addition
radicals
to
(activated
or
unactivated)
double
bonds
alkenes,
subsequent
intramolecular
addition/cyclization
leads
compounds.
Following
this
procedure,
variety
functionalized
ring‐fused
were
formed.
Great
achievements
have
been
witnessed
recently.
Those
works
provided
efficient,
atom
economy,
operational
simple
approaches
toward
versatile
alkene‐based
substrates.
Here,
we
summarized
recent
on
formation
via
radical‐triggered
cascade
reactions
alkenes.
Construction
with
no
less
than
3
fused
rings
developed
during
last
decade
included
Review,
corresponding
mechanisms
also
discussed.
Organic Letters,
Journal Year:
2021,
Volume and Issue:
24(1), P. 349 - 353
Published: Dec. 14, 2021
Metal-
and
additive-free
photoredox
cyclization
of
N-arylacrylamides
is
herein
reported
that
provides
a
concise
access
to
the
formation
dihydroquinolinones.
In
this
protocol,
sustainable
visible
light
was
used
as
energy
source,
organic
light-emitting
molecule
4CzIPN
served
efficient
photocatalyst.
This
reaction
system
features
exclusive
6-endo-trig
selectivity
with
generally
good
yield
range
functionalized
dihydroquinolinones
dihydrobenzoquinolinones.
Mechanistical
studies
reveal
feasibility
both
1,3-H
shift
intersystem
crossing
diradical
intermediate.
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
Organic Chemistry Frontiers,
Journal Year:
2022,
Volume and Issue:
9(13), P. 3521 - 3526
Published: Jan. 1, 2022
Access
to
sulfonylated
indolo[2,1-
a
]isoquinolines
through
an
efficient
three-component
reaction
of
2-aryl-
N
-acryloyl
indoles,
sulfur
dioxide
and
aryldiazonium
tetrafluoroborates
is
developed.
