Chiral
alpha-amino
ketones
have
found
extensive
applications
as
functional
molecules.
A
nickel-catalyzed,
enantioselective,
and
fully
intermolecular
three-component
1,2-alkylacylation
of
N-acyl
enamides
has
been
realized
with
tertiary
alkyl
bromides
carboxylic
acid-derived
electrophiles
the
coupling
reagents.
This
reductive
strategy
is
operationally
simple,
exhibiting
broad
substrate
scope
excellent
group
tolerance
using
readily
available
starting
materials
allowing
rapid
access
to
structurally
complex
α-amino
ketone
derivatives
in
high
enantioselectivity.
suitable
chiral
biimidazoline
ligand
together
additional
chelation
amide
carbonyl
a
Ni
intermediate
facilitates
enantioselective
control
by
suppressing
background
reaction,
accounting
for
Mechanistic
studies
indicated
intermediacy
radical
species.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(18), С. 4488 - 4515
Опубликована: Янв. 1, 2023
This
review
highlights
the
recent
advances
in
radical
acylated
difunctionalization
of
unsaturated
carbon–carbon
bonds
and
focuses
on
mechanistic
insights
these
transformations.
Green Chemistry,
Год журнала:
2023,
Номер
25(8), С. 3111 - 3116
Опубликована: Янв. 1, 2023
A
general
visible
light-promoted
and
electron–donor–acceptor
complex-enabled
cascade
reaction
of
alkynes
to
produce
functionalized
sulfur-containing
heterocycles
under
photocatalyst-,
base-,
oxidant-
metal-free
conditions
was
developed.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(5), С. 1166 - 1172
Опубликована: Янв. 1, 2023
Visible
light-induced
intermolecular
thiolation/pyridylation
of
styrenes
using
a
thiolate-based
EDA
complex
as
bifunctional
reagent
under
mild
conditions
free
photocatalyst,
metal
or
external
redox
agent
is
reported.
Organic Process Research & Development,
Год журнала:
2023,
Номер
27(3), С. 423 - 447
Опубликована: Фев. 17, 2023
Nonprecious-metal-catalyzed
alternatives
to
powerful
precious
metal
transformations
are
of
increasing
interest
in
academia
and
the
pharmaceutical
industry
due
lower
cost,
better
sustainability,
toxicity.
With
continual
growth
broad
field
nonprecious
catalysis
(NPMC),
we
have
chosen
highlight
selected
articles
published
from
March
June
2022
which
intended
examples
NPMC
that
feel
may
be
especially
relevant
development.
We
aim
inspire
academic
industrial
innovation
through
discussion
herein.
Chemical Reviews,
Год журнала:
2024,
Номер
unknown
Опубликована: Ноя. 26, 2024
Cross-electrophile
coupling
(XEC),
defined
by
us
as
the
cross-coupling
of
two
different
σ-electrophiles
that
is
driven
catalyst
reduction,
has
seen
rapid
progression
in
recent
years.
As
such,
this
review
aims
to
summarize
field
from
its
beginnings
up
until
mid-2023
and
provide
comprehensive
coverage
on
synthetic
methods
current
state
mechanistic
understanding.
Chapters
are
split
type
bond
formed,
which
include
C(sp
ACS Catalysis,
Год журнала:
2024,
Номер
14(11), С. 8505 - 8517
Опубликована: Май 16, 2024
A
ligand-controlled
regioreversed
1,2-arylalkylation
of
alkenes
via
photoredox/nickel
dual
catalysis
is
reported.
In
contrast
with
previous
reports
on
photoredox/nickel-catalyzed
1,2-alkylarylation
reactions
that
initiate
from
the
Giese
addition
an
alkyl
radical
to
alkene,
this
three-component
conjugate
coupling
process
occurs
through
nickel-catalyzed
aryl
thereby
leading
a
complementary
regioselectivity
conventional
1,2-alkylarylation.
An
ortho-substituted
bipyridyl
ligand
key
tune
regioselectivity,
which
was
found
be
dictated
by
reactivity
alkene-coordinated
LnNi(0)
complexes
trigger
formation
radicals
halogen-atom
transfer
(XAT).
This
transformation
allows
concise
entry
structurally
abundant
β-amino
acid
derivatives,
including
ORL1-receptor
antagonists.
Chemical Communications,
Год журнала:
2024,
Номер
60(68), С. 8946 - 8977
Опубликована: Янв. 1, 2024
Alkene
carbofunctionalization
reactions
have
great
potential
for
synthesizing
complex
molecules
and
constructing
structures
in
natural
products
medicinal
chemistry.
Recently,
dual
photoredox/nickel
catalysis
has
emerged
as
a
novel
strategy
alkene
carbofunctionalization.
Nickel
offers
numerous
advantages
over
other
transition
metals,
such
cost-effectiveness,
abundance,
low
toxicity,
moreover,
it
many
oxidation
states.
catalysts
exhibit
excellent
catalytic
activity
photoredox/transition
metal
catalysis,
facilitating
the
formation
of
carbon-carbon
or
carbon-heteroatom
bonds
organic
transformations.
This
review
highlights
latest
advancements
photoredox/nickel-catalyzed
carbofunctionalizations
includes
literature
published
from
2020
to
2024.
Asian Journal of Organic Chemistry,
Год журнала:
2023,
Номер
12(2)
Опубликована: Янв. 11, 2023
Abstract
We
developed
a
novel
and
efficient
method
for
the
synthesis
of
various
3‐alkylated
quinoxalin‐2(1
H
)‐ones
(32
examples,
70%–96%
yields)
through
electron
donor‐acceptor
complex
enabled
alkylation
with
N
‐
hydroxyphthalimide
esters
as
alkyl
source
Na
2
S
catalytic
donor
under
external
photocatalyst‐,
oxidant‐
additive‐free
conditions.
Chemical Science,
Год журнала:
2023,
Номер
14(6), С. 1485 - 1490
Опубликована: Янв. 1, 2023
A
three-component
reductive
cross-coupling
of
aryl
halides,
aldehydes,
and
alkenes
by
nickel/photoredox
dual
catalysis
is
disclosed.
The
key
to
success
for
this
tandem
transformation
identify
α-silylamine
as
a
unique
organic
reductant,
which
releases
silylium
ions
instead
protons
prevent
unwanted
protonation
processes,
meanwhile
serves
Lewis
acid
activate
aldehydes
in
situ.
This
catalytic
protocol
completes
traditional
conjugate
addition/aldol
sequence
that
eliminates
the
requirement
organometallic
reagents
metal-based
reductants,
thus
providing
mild
synthetic
route
highly
valuable
β-hydroxyl
carbonyl
compounds
with
contiguous
1,2-stereocenters.