Organic Letters,
Год журнала:
2024,
Номер
26(41), С. 8792 - 8797
Опубликована: Окт. 8, 2024
An
enantioselective
1,2-dicarbofunctionalization
of
vinyl
(hetero)arenes
with
alkyl
bromides
and
aryl
through
nickel/photoredox
catalysis
is
described.
This
three-component
domino
arylation
could
generate
a
diverse
array
enantioenriched
1,1-diaryl(heteroaryl)alkanes
good
to
excellent
yields
(up
88%)
high
enantioselectivities
99%
Abstract
Herein,
the
use
of
economically
and
environmentally
friendly
bis(pinacolato)diboron
(B
2
Pin
)
is
described
as
a
non‐metallic
reductant
in
mediating
Ni‐catalyzed
C(sp
3
)–C(sp
reductive
cross‐coupling
alkyl
electrophiles
with
aryl/vinyl
halides.
This
method
exhibits
excellent
suitability
for
heteroaryl
halides
halides/Katritzky
salts.
The
present
study
compatible
an
situ
halogenation
alcohol
method,
allowing
selective
mono‐functionalization
diols
bio‐relevant
alcohols
(e.g.,
carbohydrates).
B
shows
potential
easy
scalability
without
introducing
additional
metal
impurities
into
products.
It
observed
first
time
realm
cross‐electrophile
coupling
chemistry
that
can
sever
to
reduce
Ni
II
0
.
mechanistic
insight
may
inspire
development
new
bond‐forming
methodologies
otherwise
be
difficult
achieve
reductant.
Organic Letters,
Год журнала:
2024,
Номер
26(41), С. 8792 - 8797
Опубликована: Окт. 8, 2024
An
enantioselective
1,2-dicarbofunctionalization
of
vinyl
(hetero)arenes
with
alkyl
bromides
and
aryl
through
nickel/photoredox
catalysis
is
described.
This
three-component
domino
arylation
could
generate
a
diverse
array
enantioenriched
1,1-diaryl(heteroaryl)alkanes
good
to
excellent
yields
(up
88%)
high
enantioselectivities
99%