Angewandte Chemie,
Journal Year:
2023,
Volume and Issue:
135(32)
Published: June 15, 2023
Abstract
We
disclose
a
Ni‐catalyzed
regioselective
dialkylation
reaction
of
alkenylarenes
with
α‐halocarbonyls
and
alkylzinc
reagents.
The
produces
γ‐arylated
alkanecarbonyl
compounds
the
generation
two
new
C(sp
3
)−C(sp
)
bonds
at
vicinal
carbons
alkenes.
This
is
effective
for
use
primary,
secondary
tertiary
α‐halocarboxylic
esters,
amides
ketones
in
conjunction
primary
reagents
as
sources
terminal
cyclic
internal
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(72), P. 9659 - 9691
Published: Jan. 1, 2024
The
twelve
principles
of
green
chemistry
illuminate
the
pathway
in
direction
sustainable
and
eco-friendly
synthesis,
marking
a
fundamental
shift
synthetic
organic
paradigms.
In
this
realm,
harnessing
power
visible
light
for
difunctionalization
various
skeletons
without
employing
any
external
oxidant
or
reductant,
specifically
termed
as
redox-neutral
difunctionalization,
has
attracted
tremendous
interest
from
chemists
due
to
its
low
cost,
easy
availability
environmentally
friendly
nature
contrast
traditional
metal-catalyzed
difunctionalizations.
This
review
presents
an
overview
recent
updates
on
visible-light-induced
reactions
with
literature
coverage
up
May
2024.
European Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
27(22)
Published: April 16, 2024
Abstract
In
this
study,
we
present
an
efficient
and
straightforward
dearomative
hydroalkylation
of
indoles.
By
utilizing
alkanes
or
ethers
as
alkyl
radical
sources
employing
TBADT
a
cost‐effective
photocatalyst
for
direct
hydrogen
atom
transfers
(HAT),
achieved
successful
conversion
these
heterocyclic
derivatives
into
2‐alkylindolines
with
good
to
excellent
yields
high
diastereoselectivity
under
mild
reaction
conditions.
Chemical Science,
Journal Year:
2024,
Volume and Issue:
15(19), P. 7316 - 7323
Published: Jan. 1, 2024
A
practical
protocol
for
the
stereoselective
synthesis
of
unnatural
α-amino
acids
is
disclosed,
using
ubiquitous
aliphatic
alcohols
as
radical
precursors
to
form
acid
backbone
under
redox-neutral
photoredox-mediated
conditions.
Angewandte Chemie International Edition,
Journal Year:
2023,
Volume and Issue:
62(32)
Published: June 15, 2023
We
disclose
a
Ni-catalyzed
regioselective
dialkylation
reaction
of
alkenylarenes
with
α-halocarbonyls
and
alkylzinc
reagents.
The
produces
γ-arylated
alkanecarbonyl
compounds
the
generation
two
new
C(sp
Chinese Journal of Chemistry,
Journal Year:
2024,
Volume and Issue:
42(9), P. 957 - 962
Published: Jan. 18, 2024
Comprehensive
Summary
Multicomponent
alkene
1,2‐dicarbofunctionalizations
(DCFs)
have
emerged
as
a
powerful
strategy
to
rapidly
incorporate
both
two
carbon
subunits
across
one
C—C
double
bond
in
step
for
enhancing
molecular
complexity
and
diversity.
To
the
best
of
our
knowledge,
there
is
only
report
on
photoredox‐catalyzed
three‐component
DCFs
with
malonates
through
radical−radical
cross‐coupling,
while
radical‐polar
crossover
(RPC)‐type
were
still
rare.
Herein,
we
describe
redox‐neutral
RPC‐type
1,2‐dialkylation
styrenes
aldehydes
synergistic
Brønsted
base/photoredox
catalysis
system.
This
transition‐metal‐free
provides
an
efficient
clean
approach
broad
variety
δ‐hydroxy
esters
also
features
exceptionally
mild
conditions,
wide
compatibility
substrate
scope
functional
groups,
high
atomic
economy.
Moreover,
1,2‐alkylacylation
from
same
starting
materials
was
achieved
one‐pot
manner
such
coupling
subsequent
two‐electron
oxidation
process,
providing
set
δ‐keto
interest
pharmaceutical
research.
Green Synthesis and Catalysis,
Journal Year:
2024,
Volume and Issue:
unknown
Published: March 1, 2024
The
photoredox
radical-polar
crossover
paradigm
is
a
valuable
tool
for
1,2-difunctionalization
of
alkenes.
However,
the
use
unactivated
alkyl
halides
as
radical
precursors
remains
far
less
developed.
Here,
we
report
photoreductive
N-heterocyclic
nitrenium-catalyzed
1,2-dicarbofunctionalization
alkenes
by
using
and
aryl
iodides.
These
reactions
can
be
carried
out
under
simple,
transition-metal-free
conditions
with
easily
obtainable
materials
such
alkyl/aryl
halides,
alkenes,
aldehydes.
exhibit
broad
range
substrate
compatibility
good
tolerance
towards
functional
groups.
This
approach
offers
new
to
unlock
carbon
skeletons.
Journal of the American Chemical Society,
Journal Year:
2024,
Volume and Issue:
146(31), P. 21271 - 21279
Published: July 23, 2024
1,2-Difunctionalization
of
styrenes,
adding
two
distinct
functional
groups
across
the
C═C
double
bond,
has
emerged
as
a
powerful
tool
for
enhancing
molecular
complexity.
Herein,
we
report
development
regioconvergent
β-acyloxylation-α-ketonylation
styrenes
through
bromo/acyloxy
transposition
(BrAcT)
and
excited-state
copper
catalysis.
This
approach
is
amenable
to
gram-scale
synthesis
tolerates
wide
range
complex
frameworks,
including
derivatives
natural
products
marketed
drugs.
Our
experimental
computational
studies
suggest
unique
mechanism
featuring
dynamic,
ionic
BrAcT
process
copper-catalyzed
redox
reactions.
We
anticipate
that
this
could
serve
broadly
applicable
versatile
strategy
β-acyloxylation-α-functionalization
creating
valuable
intermediates
preparing
new
pharmaceuticals,
agrochemicals,
materials.