Nature Communications,
Journal Year:
2022,
Volume and Issue:
13(1)
Published: Feb. 28, 2022
Abstract
Biaryl
scaffolds
are
found
in
natural
products
and
drug
molecules
exhibit
a
wide
range
of
biological
activities.
In
past
decade,
the
transition
metal-catalyzed
C–H
arylation
reaction
came
out
as
an
effective
tool
for
construction
biaryl
motifs.
However,
traditional
reactions
have
limitations
like
harsh
conditions,
narrow
substrate
scope,
use
additives
etc.
therefore
encouraged
synthetic
chemists
to
look
alternate
greener
approaches.
This
review
aims
draw
general
overview
on
bond
formation
C–C
bonds
with
aid
different
methodologies,
majorly
highlighting
sustainable
Journal of the American Chemical Society,
Journal Year:
2020,
Volume and Issue:
142(9), P. 4493 - 4499
Published: Feb. 14, 2020
We
developed
the
first
acceptorless
dehydrogenation
of
aliphatic
secondary
alcohols
to
ketones
under
visible
light
irradiation
at
room
temperature
by
devising
a
ternary
hybrid
catalyst
system
comprising
photoredox
catalyst,
thiophosphate
organocatalyst,
and
nickel
catalyst.
The
reaction
proceeded
through
three
main
steps:
hydrogen
atom
transfer
from
α-C-H
bond
an
alcohol
substrate
thiyl
radical
photo-oxidized
interception
generated
carbon-centered
with
β-hydride
elimination.
in
high
yield
mild
conditions
without
producing
side
products
(except
H2
gas)
various
alcohols,
including
sterically
hindered
steroid,
pharmaceutical
derivative.
This
also
promoted
cross-dehydrogenative
esterification
aldehydes
hemiacetal
intermediates.
Journal of the American Chemical Society,
Journal Year:
2021,
Volume and Issue:
143(40), P. 16470 - 16485
Published: Sept. 30, 2021
The
value
of
catalytic
dehydrogenation
aliphatics
(CDA)
in
organic
synthesis
has
remained
largely
underexplored.
Known
homogeneous
CDA
systems
often
require
the
use
sacrificial
hydrogen
acceptors
(or
oxidants),
precious
metal
catalysts,
and
harsh
reaction
conditions,
thus
limiting
most
existing
methods
to
non-
or
low-functionalized
alkanes.
Here
we
describe
a
visible-light-driven,
dual-catalyst
system
consisting
inexpensive
organophotoredox
base-metal
catalysts
for
room-temperature,
acceptorless-CDA
(Al-CDA).
Initiated
by
photoexited
2-chloroanthraquinone,
process
involves
H
atom
transfer
(HAT)
form
alkyl
radicals,
which
then
react
with
cobaloxime
produce
olefins
H2.
This
operationally
simple
method
enables
direct
readily
available
chemical
feedstocks
diversely
functionalized
olefins.
For
example,
demonstrate,
first
time,
oxidant-free
desaturation
thioethers
amides
alkenyl
sulfides
enamides,
respectively.
Moreover,
system's
exceptional
site
selectivity
functional
group
tolerance
are
illustrated
late-stage
14
biologically
relevant
molecules
pharmaceutical
ingredients.
Mechanistic
studies
have
revealed
dual
HAT
provided
insights
into
origin
reactivity
selectivity.
Nature Communications,
Journal Year:
2022,
Volume and Issue:
13(1)
Published: Feb. 28, 2022
Abstract
Biaryl
scaffolds
are
found
in
natural
products
and
drug
molecules
exhibit
a
wide
range
of
biological
activities.
In
past
decade,
the
transition
metal-catalyzed
C–H
arylation
reaction
came
out
as
an
effective
tool
for
construction
biaryl
motifs.
However,
traditional
reactions
have
limitations
like
harsh
conditions,
narrow
substrate
scope,
use
additives
etc.
therefore
encouraged
synthetic
chemists
to
look
alternate
greener
approaches.
This
review
aims
draw
general
overview
on
bond
formation
C–C
bonds
with
aid
different
methodologies,
majorly
highlighting
sustainable