Angewandte Chemie International Edition,
Journal Year:
2021,
Volume and Issue:
61(6)
Published: Dec. 10, 2021
Abstract
Stereo‐
and
enantioselective
cross‐electrophile
coupling
involving
C−F
bond
activation
is
reported.
Treatment
of
gem‐difluoroalkenes
with
racemic
benzyl
electrophiles
in
the
presence
a
chiral
nickel
complex
using
B
2
pin
as
stoichiometric
reductant
allows
construction
C(sp
)−C(sp
3
)
under
mild
conditions,
affording
broad
range
monofluoroalkenes
bearing
stereogenic
allylic
centers.
Initial
mechanistic
studies
indicate
that
radical
chain
pathway
may
be
operating,
wherein
ester
group
gem‐difluoroalkene
promotes
through
oxidative
addition
to
Ni
species
.
Angewandte Chemie International Edition,
Journal Year:
2024,
Volume and Issue:
63(12)
Published: Jan. 12, 2024
Abstract
Radical‐mediated
Hydrogen
Atom
Abstraction
of
Csp
3
−H
bonds
has
become
a
powerful
tool
for
the
asymmetric
functionalization
organic
feedstocks.
Here,
we
present
an
synthesis
α
‐aryl
amides
via
carbamoylation
alkylarenes
with
isocyanates
as
electrophiles.
The
synergistic
combination
photoredox
and
chiral
nickel‐catalyst,
enables
use
readily
available
neutral
reagents
under
mild
reaction
conditions
provides
straightforward
access
to
pharmacologically
relevant
motifs
in
enantiomerically
pure
form.
Advanced Science,
Journal Year:
2024,
Volume and Issue:
11(12)
Published: Jan. 17, 2024
Abstract
The
transient
electron
donor–acceptor
(EDA)
complex
has
been
an
emerging
area
in
the
photoinduced
organic
synthesis
field,
generating
radicals
without
exogenous
transition‐metal
or
dye‐based
photoredox
catalysts.
catalytic
platform
to
form
suitable
photoactive
EDA
complexes
for
photochemical
reduction
reactions
remains
underdeveloped.
Herein,
a
general
reductive
alkylation
via
strategy
is
described.
A
simple
yet
multifunctional
system,
triphenylphosphine
and
iodide
salt,
promotes
decarboxylative
hydroalkylation,
defluorinative
of
trifluoromethyl
alkenes,
access
alkanes
gem
‐difluoroalkenes.
Moreover,
hydroalkylation
can
be
applied
more
kinds
electron‐deficient
alkenes
as
Giese
addition
reaction.
Green Chemistry,
Journal Year:
2024,
Volume and Issue:
26(17), P. 9371 - 9377
Published: Jan. 1, 2024
Defluorinative
alkylation
and
arylation
between
thianthrenium
salts
α-trifluoromethyl
alkene
to
afford
gem
-difluoroolefins
by
easily
recycling
thianthrene
under
visible
light
irradiation
free
of
metal
photocatalyst.
Chemical Science,
Journal Year:
2021,
Volume and Issue:
12(36), P. 12036 - 12045
Published: Jan. 1, 2021
DNA-encoded
library
(DEL)
technology
facilitates
the
rapid
identification
of
therapeutic
candidates
in
pharmaceutical
settings.
Herein,
development
photoredox-mediated
hydrocarbofunctionalization
protocols
olefins
is
described.
Angewandte Chemie International Edition,
Journal Year:
2021,
Volume and Issue:
61(6)
Published: Dec. 10, 2021
Abstract
Stereo‐
and
enantioselective
cross‐electrophile
coupling
involving
C−F
bond
activation
is
reported.
Treatment
of
gem‐difluoroalkenes
with
racemic
benzyl
electrophiles
in
the
presence
a
chiral
nickel
complex
using
B
2
pin
as
stoichiometric
reductant
allows
construction
C(sp
)−C(sp
3
)
under
mild
conditions,
affording
broad
range
monofluoroalkenes
bearing
stereogenic
allylic
centers.
Initial
mechanistic
studies
indicate
that
radical
chain
pathway
may
be
operating,
wherein
ester
group
gem‐difluoroalkene
promotes
through
oxidative
addition
to
Ni
species
.
