European Journal of Organic Chemistry,
Год журнала:
2022,
Номер
2022(30)
Опубликована: Июль 8, 2022
Abstract
The
synthesis
of
organoboron
compounds
have
attracted
the
attention
synthetic
community.
In
particular,
molecules
with
C(sp
2
)‐B
bonds
enable
transformation
to
new
C−C
or
C‐heteroatom
by
well‐established
methodologies.
Alkenyl
boronates
possibility
for
further
conversion
boron
moiety
functionalization
double
bond.
This
review
gives
an
overview
on
recent
methodologies
selective
preparation
challenging
highly
substituted
alkenyl
from
alkynes.
Nature Communications,
Год журнала:
2023,
Номер
14(1)
Опубликована: Фев. 6, 2023
Organoboron
and
organosilicon
compounds
are
used
not
only
as
synthetic
building
blocks
but
also
functional
materials
pharmaceuticals,
with
multiple
boryl
silyl
groups
beginning
to
be
for
these
purposes.
Especially
in
drug
discovery,
methodology
providing
easy
stereoselective
access
aliphatic
nitrogen
heterocycles
bearing
or
from
readily
available
aromatic
would
attractive.
However,
such
transformations
remain
challenging,
reactions
have
been
mostly
limited
dearomative
hydroboration
hydrosilylation
reactions.
Here,
we
report
the
triple
elementalization
(carbo-sila-boration)
of
quinolines
via
addition
organolithium
followed
by
photo-boosted
silaboration,
affording
desired
products
complete
chemo-,
regio-,
stereoselectivity.
The
reaction
proceeds
formation
radicals
instead
anions.
We
present
preliminary
studies
illustrate
potential
silaboration
platforms.
Organic Letters,
Год журнала:
2023,
Номер
25(15), С. 2594 - 2599
Опубликована: Апрель 10, 2023
We
herein
demonstrate
the
acylsilane-directed
Rh-catalyzed
arene
C–H
bond
alkylation
with
maleimides.
The
resulting
derivatives
were
utilized
in
visible-light-induced
intramolecular
siloxycarbene-amide
cyclization
for
synthesis
of
new
tricyclic
γ-lactams.
In
parallel,
we
also
harnessed
same
acylsilane
and
maleimide
units
through
[3
+
2]
carbo-annulation
by
using
Ru-catalysis.
A
wide
range
maleimides
aroylsilanes
used
to
establish
broadness
these
transformations.
Organic Letters,
Год журнала:
2023,
Номер
25(13), С. 2333 - 2337
Опубликована: Март 30, 2023
Stereoselective
synthesis
of
tetrasubstituted
vinylsilanes
is
a
challenging
task.
We
herein
report
novel
palladium(0)-catalyzed
defluorosilylation
β,β-difluoroacrylates
to
access
containing
the
monofluoroalkene
motif
in
excellent
diastereoselectivities
(>99:1).
This
our
first
example
C-heteroatom
bond
formation
from
C-F
under
such
Pd
catalytic
manifold.
Organic Letters,
Год журнала:
2022,
Номер
24(2), С. 637 - 641
Опубликована: Янв. 3, 2022
A
Ni-mediated
decarboxylative
silylation
of
alkynyl
cyclic
carbonates
used
as
versatile
propargylic
surrogates
is
reported
affording
a
wide
range
highly
substituted
2,3-
and
3,4-allenol
products
in
good
yields.
The
formal
cross-coupling
between
tentative
intermediate
Ni(allenyl)
the
silyl
reagent
was
further
extended
to
enantiospecific
conversions
providing
access
chiral
allene
synthons.
This
protocol
marks
first
Ni-catalyzed
proceeding
through
an
SN2'
manifold.
European Journal of Organic Chemistry,
Год журнала:
2022,
Номер
2022(30)
Опубликована: Июль 8, 2022
Abstract
The
synthesis
of
organoboron
compounds
have
attracted
the
attention
synthetic
community.
In
particular,
molecules
with
C(sp
2
)‐B
bonds
enable
transformation
to
new
C−C
or
C‐heteroatom
by
well‐established
methodologies.
Alkenyl
boronates
possibility
for
further
conversion
boron
moiety
functionalization
double
bond.
This
review
gives
an
overview
on
recent
methodologies
selective
preparation
challenging
highly
substituted
alkenyl
from
alkynes.