The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(16), P. 10967 - 10981
Published: July 28, 2022
Chemodivergent
synthesis
of
indeno[1,2-b]indoles
and
isoindolo[2,1-a]indoles
from
the
same
starting
materials
involving
radical
cross-dehydrogenative
couplings
have
been
developed.
Mn(OAc)3·2H2O
selectively
promoted
an
intramolecular
C–H/C–H
dehydrogenative
coupling
reaction
to
provide
indeno[1,2-b]indoles,
while
C–H/N–H
could
proceed
via
electrochemistry
deliver
isoindolo[2,1-a]indoles.
Plausible
mechanisms
chemodivergent
reactions
were
proposed.
Chemical Reviews,
Journal Year:
2023,
Volume and Issue:
123(19), P. 11269 - 11335
Published: Sept. 26, 2023
Late-stage
functionalization
(LSF)
constitutes
a
powerful
strategy
for
the
assembly
or
diversification
of
novel
molecular
entities
with
improved
physicochemical
biological
activities.
LSF
can
thus
greatly
accelerate
development
medicinally
relevant
compounds,
crop
protecting
agents,
and
functional
materials.
Electrochemical
synthesis
has
emerged
as
an
environmentally
friendly
platform
transformation
organic
compounds.
Over
past
decade,
electrochemical
late-stage
(eLSF)
gained
major
momentum,
which
is
summarized
herein
up
to
February
2023.
Nature Communications,
Journal Year:
2021,
Volume and Issue:
12(1)
Published: Nov. 16, 2021
Abstract
The
development
of
efficient
and
sustainable
methods
for
carbon-phosphorus
bond
formation
is
great
importance
due
to
the
wide
application
organophosphorus
compounds
in
chemistry,
material
sciences
biology.
Previous
C–H
phosphorylation
reactions
under
nonelectrochemical
or
electrochemical
conditions
require
directing
groups,
transition
metal
catalysts,
chemical
oxidants
suffer
from
limited
scope.
Herein
we
disclose
a
catalyst-
external
oxidant-free,
reaction
arenes
continuous
flow
synthesis
aryl
phosphorus
compounds.
C–P
formed
through
with
anodically
generated
P-radical
cations,
class
reactive
intermediates
remained
unexplored
despite
intensive
studies
P-radicals.
high
reactivity
cations
coupled
mild
electrosynthesis
ensures
not
only
diverse
electronic
properties
but
also
selective
late-stage
functionalization
complex
natural
products
bioactive
synthetic
utility
method
further
demonstrated
by
production
55.0
grams
one
phosphonate
products.
Angewandte Chemie International Edition,
Journal Year:
2022,
Volume and Issue:
61(40)
Published: Aug. 1, 2022
Abstract
Herein,
cobaloxime
is
used
for
the
first
time
as
a
catalyst
synthesis
of
phosphorylated
heteroaromatics,
which
an
intriguing
and
versatile
functional
motif.
With
visible‐light
irradiation,
not
only
oxidizes
phosphine
oxides
to
form
phosphorus
radicals
(P‐radicals)
subsequent
reaction
with
radical
acceptor
isocyanides
or
but
also
combines
intermediate
β
‐H
elimination,
thereby
producing
heteroaromatics
H
2
CH
4
byproduct.
Phosphine
dialkyl,
alkylaryl,
diaryl
substituents
could
be
directly
transformed
into
phenanthridines,
benzothiazoles,
isoquinolines,
common
heteroaromatics.
This
catalytic
system
features
extremely
mild
conditions,
broad
substrate
scope
good
excellent
yields.
Scale‐up
sunlight
show
great
application
potential
in
green
important
organophosphorus
chemicals.
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(14), P. 3974 - 3981
Published: Jan. 1, 2024
A
defluorinative
cyclization
of
readily
available
trifluoromethyl
enones
with
phosphine
oxides
for
the
synthesis
polysubstituted
furans
is
developed
in
a
pure
water
solution.
Beilstein Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
21, P. 770 - 797
Published: April 16, 2025
In
this
review,
we
describe
recent
advances
in
electrochemical
green
methods
for
the
synthesis
of
various
organophosphorus
compounds
through
formation
phosphorus–carbon,
phosphorus–nitrogen,
phosphorus–oxygen,
phosphorus–sulfur,
and
phosphorus–selenium
bonds.
The
impact
different
electrodes
is
also
discussed
matter.
Graphite,
platinum,
RVC,
nickel
have
been
used
extensively
compounds.
made
method
a
promising
preparing
structures.
This
review
an
introduction
to
encourage
scientists
use
electrosynthesis
as
green,
precise,
low-cost
prepare
phosphorous
ACS Catalysis,
Journal Year:
2021,
Volume and Issue:
11(15), P. 9471 - 9478
Published: July 15, 2021
Developing
an
efficient
strategy
for
the
highly
selective
transformation
of
alkynes
to
alkenes
over
a
cost-effective
catalyst
using
cheap
and
safe
hydrogen
donor
under
ambient
conditions
is
markedly
desirable.
Here
self-supported
Ni0.85Se
nanowires
with
selenium
vacancies
(denoted
as
Ni0.85Se1–x)
have
been
synthesized
enable
transfer
semihydrogenation
high
conversion
efficiency
selectivity.
Theoretical
results
demonstrate
that
accelerated
electron
from
alkyne
molecules
much
lower
activation
energy
barrier
water
electrolysis
caused
by
Se
vacancy
are
conducive
semihydrogenation,
up
99%
yield
at
potential.
In
addition,
weak
adsorption
thermodynamic
constraints
overhydrogenation
alkanes
crucial
in
producing
A
broad
substrate
scope
consisting
aryl
terminal/internal
aliphatic
yields
selectivity
facile
preparation
deuterated
versatile
building
blocks
synthesis
D2O
highlight
promising
potential
our
method.
Organic Letters,
Journal Year:
2022,
Volume and Issue:
24(18), P. 3307 - 3312
Published: April 29, 2022
A
powerful
and
environmentally
friendly
electrochemical
manganese-promoted
free
radical
selenylation
reaction
between
boronic
acids
diselenide
reagents
was
established.
This
protocol
provides
a
practically
applicable
way
to
series
of
valuable
organoselenium
compounds
with
the
use
easy
available
materials.
Mechanistic
experiments
implied
that
seleno-radical
formed
via
direct
or
indirect
oxidation
may
be
involved
as
key
species
in
this
transformation.
