Simultaneous Preparation of Sulfides/Selenides and Sulfones via Synergistic Nickel-Catalyzed Reductive Coupling and SN2 Reaction
Ji-Min Cao,
Wei‐Chen Zhu,
Xinyu Liu
и другие.
Organic Letters,
Год журнала:
2023,
Номер
25(51), С. 9207 - 9212
Опубликована: Дек. 19, 2023
Sulfone
compounds
and
thioether
are
two
highly
valuable
classes
of
compounds,
but
it
is
challenging
to
prepare
sulfone
simultaneously
efficiently.
Here
we
report
that
sulfides/selenides
sulfones
can
be
obtained
using
allyl
bromide/benzyl
bromide-activated
alkyl
bromides
thiosulfonates/selenosulfonates
a
nickel-catalyzed
reductive
coupling
SN2
synergistic
strategy,
which
characterized
by
excellent
atom
step
economy,
mild
reaction
conditions,
broad
functional
group
compatibility,
yields.
Язык: Английский
The Reaction of Aryl Thiols or Thioureas with o‐Diiodoarenes/NaH to Access o‐Iodoaryl Thioethers
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(7), С. 1538 - 1544
Опубликована: Фев. 8, 2024
Abstract
Herein
we
report
a
method
for
the
synthesis
of
thioethers
by
forging
C(aryl)‐S
bond
via
an
aryne
mechanism.
The
active
species
can
be
generated
from
o
‐diiodoarenes
and
NaH
in
THF
at
room
temperature,
then
lead
to
arylations
wide
range
aryl
thiols
thioureas.
Different
transition
metal‐catalyzed
cross‐coupling
reactions,
no
disubstituted
byproduct
is
formed
our
protocol.
‐iodoaryl
thioether
products
are
intermediates
that
could
transformed
into
pharmaceutically
interesting
molecules.
Язык: Английский
EtOS2K as a C1 Source: Solvent- and Temperature-Controlled Selective Synthesis of Quinoline-2-thione and Quinoline-2-one Derivatives
Organic Letters,
Год журнала:
2024,
Номер
26(9), С. 1985 - 1990
Опубликована: Фев. 23, 2024
Herein,
we
disclosed
a
highly
chemoselective
synthesis
of
quinoline-2-one
and
quinoline-2-thione
derivatives
using
EtOS2K
as
the
C1
source.
Quinoline-2-one
were
synthesized
selectively
with
NaCl
catalyst
in
solvent
DMSO/H2O,
while
produced
without
need
for
any
an
environmentally
friendly
EtOH/H2O.
The
reaction
conditions
mild
had
good
functional
group
tolerance.
Язык: Английский
Direct and modular access to allylic amines via nickel-catalyzed three-component coupling
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(22), С. 5592 - 5600
Опубликована: Янв. 1, 2023
We
herein
report
direct
and
modular
access
to
allylic
amines
via
Ni(0)-catalyzed
three-component
coupling
of
commercially
available
inexpensive
aldehydes,
amines,
alkenes,
without
the
additional
steps
for
isolation
unstable
imines.
Язык: Английский
Direct and Modular Access to Allylic Amines via Nickel-Catalyzed Three-Component Coupling
Опубликована: Июль 28, 2023
The
preparation
of
allylic
amines
by
transition
metal
catalysis
has
played
an
important
role
in
synthetic
chemistry;
however,
the
main
employment
prefunctionalized
coupling
partners
through
multistep
synthesis
from
available
starting
materials
limits
scope
and
applications
amines.
In
this
context,
we
develop
a
Ni-catalyzed
three-component
commercially
aldehydes,
alkenes.
Avoiding
isolation
imine
inter-mediate,
direct
modular
approach
delivers
number
versatile
high
to
excellent
yields.
Diverse
aliphatic
aldehydes
are
well
tolerated
reaction,
largely
reducing
imine-enamine
tautomerization
self-condensation,
hydroamination
hydroacylation
alkenes,
alkenylation
showing
regio-,
chemo-
stereoselectivity.
practical
applicability
method
is
also
demonstrated
late-stage
diversi-fication
various
natural
products
drugs,
as
array
product
transformations.
Preliminary
asymmetric
attempts
provide
enantio-enriched
up
48%
ee
using
chiral
phosphoramidite
ligand,
offering
direction
for
further
optimizations.
Язык: Английский