Angewandte Chemie International Edition,
Journal Year:
2018,
Volume and Issue:
57(39), P. 12940 - 12944
Published: Aug. 7, 2018
A
general
and
practical
strategy
for
remote
site-selective
functionalization
of
unactivated
aliphatic
C-H
bonds
in
various
amides
by
radical
chemistry
is
introduced.
bond
achieved
using
the
readily
installed
N-allylsulfonyl
moiety
as
an
N-radical
precursor.
The
situ
generated
engages
intramolecular
1,5-hydrogen
atom
transfer
to
generate
a
translocated
C
which
subsequently
trapped
with
sulfone
reagents
afford
corresponding
functionalized
amides.
generality
approach
documented
successful
C-N3
,
C-Cl,
C-Br,
C-SCF3
C-SPh,
C-C
formation.
Unactivated
tertiary
secondary
bonds,
well
activated
primary
can
be
this
method.
Nature Communications,
Journal Year:
2018,
Volume and Issue:
9(1)
Published: Jan. 2, 2018
Deuterium
labeling
is
of
great
value
in
organic
synthesis
and
the
pharmaceutical
industry.
However,
state-of-the-art
C-H/C-D
exchange
using
noble
metal
catalysts
or
strong
bases/acids
suffers
from
poor
functional
group
tolerances,
selectivity
lack
scope
for
generating
molecular
complexity.
Herein,
we
demonstrate
deuteration
halides
heavy
water
as
reagent
porous
CdSe
nanosheets
catalyst.
The
mechanism
involves
generation
highly
active
carbon
deuterium
radicals
via
photoinduced
electron
transfer
to
substrates,
followed
by
tandem
coupling
process,
which
mechanistically
distinct
traditional
methods
involving
cations
anions.
Our
strategy
shows
better
tolerances
than
current
methods.
Extending
synthetic
scope,
deuterated
boronic
acids,
halides,
alkynes,
aldehydes
can
be
used
synthons
Suzuki
coupling,
Click
reaction,
C-H
bond
insertion
reaction
etc.
complex
molecules.
Chemical Reviews,
Journal Year:
2017,
Volume and Issue:
118(9), P. 4592 - 4630
Published: Dec. 8, 2017
Explosive
growth
in
the
use
of
open
shell
reactivity,
including
neutral
radicals
and
radical
ions,
field
synthetic
organic
chemistry
has
been
observed
past
decade,
particularly
since
advent
ruthenium
complexes
2008.
These
generally
induce
single-electron
transfer
(SET)
processes
via
visible-light
absorption.
Additionally,
recent
significant
advancements
electrochemistry
involving
SET
to
provide
reactivity
offer
a
complementary
method
traditional
polarity-driven
reactions
described
by
two-electron
processes.
In
this
Review,
we
highlight
importance
intramolecular
chemistry,
which
seem
be
more
elusive
than
intermolecular
versions,
they
are
net
redox-neutral
thus
cannot
simply
regarded
as
oxidations
or
reductions.
Such
can
rationally
understood
combination
with
concomitant
bond
formations
and/or
cleavages,
regulated
structural
motif
that
call
"redox
tag."
order
describe
modern
radical-driven
processes,
focus
on
classical
formalism
electrons
treated
particles
rather
waves,
offers
practical
yet
powerful
approach
explain
predict
outcomes.
Chemical Society Reviews,
Journal Year:
2017,
Volume and Issue:
46(23), P. 7399 - 7420
Published: Jan. 1, 2017
Fully
complementary
bimetallic
catalysis
has
been
identified
as
an
increasingly
powerful
tool
for
molecular
transformations,
which
was
largely
inspired
by
early
examples
of
sequential
catalytic
transformations.
Angewandte Chemie International Edition,
Journal Year:
2018,
Volume and Issue:
57(39), P. 12940 - 12944
Published: Aug. 7, 2018
A
general
and
practical
strategy
for
remote
site-selective
functionalization
of
unactivated
aliphatic
C-H
bonds
in
various
amides
by
radical
chemistry
is
introduced.
bond
achieved
using
the
readily
installed
N-allylsulfonyl
moiety
as
an
N-radical
precursor.
The
situ
generated
engages
intramolecular
1,5-hydrogen
atom
transfer
to
generate
a
translocated
C
which
subsequently
trapped
with
sulfone
reagents
afford
corresponding
functionalized
amides.
generality
approach
documented
successful
C-N3
,
C-Cl,
C-Br,
C-SCF3
C-SPh,
C-C
formation.
Unactivated
tertiary
secondary
bonds,
well
activated
primary
can
be
this
method.
