Nickel-catalyzed C(sp2)−C(sp3) cross-coupling to access benzyl Bpins of arylboronic acids with α-halo boronic esters
Communications Chemistry,
Год журнала:
2025,
Номер
8(1)
Опубликована: Май 6, 2025
Язык: Английский
Sodium‐Mediated Reductive C−C Bond Cleavage Assisted by Boryl Groups
Chemistry - An Asian Journal,
Год журнала:
2024,
Номер
19(8)
Опубликована: Фев. 22, 2024
In
contrast
to
the
well-established
oxidative
C=C
double
bond
cleavage
give
corresponding
carbonyl
compounds,
little
is
known
about
reductive
cleavage.
Here
we
report
that
C-C
single
in
1,2-diaryl-1,2-diborylethanes
proceeds
by
reduction
with
sodium
metal
yield
α-boryl
benzylsodium
species.
combination
our
previous
diboration
of
stilbenes,
overall
transformation
represents
bonds
stilbene
α-boryl-α-sodiated
toluenes.
This
two-step
applicable
ring-opening
or
ring-expansion
reactions
polycyclic
aromatic
hydrocarbons.
Язык: Английский
Regioselective difluoroallylation of alkylidene malonates with trifluoromethyl alkenes: synthesis of gem-difluoro-1,5-dienes and their [2 + 2] photocycloaddition
Organic Chemistry Frontiers,
Год журнала:
2024,
Номер
11(12), С. 3421 - 3426
Опубликована: Янв. 1, 2024
The
synthesis
of
gem
-difluoro-1,5-dienes
via
regioselective
S
N
2′-type
reactions
alkylidene
malonates
with
trifluoromethyl
alkenes
and
their
subsequent
[2
+
2]
photocycloaddition
for
the
formation
bicyclo[2.1.1]hexanes
are
described.
Язык: Английский
Iridium-catalyzed doubly stereoconvergent allylic alkylation of racemic α-boryl organozinc reagents
Chem Catalysis,
Год журнала:
2023,
Номер
4(2), С. 100858 - 100858
Опубликована: Дек. 28, 2023
Язык: Английский
Markovnikov Selective Hydroboration of Aryl Alkenes Catalyzed by Quaternary Ammonium Salts
Опубликована: Март 27, 2024
Despite
recent
advancements
in
the
development
of
catalytic
Markovnikov-selective
hydroboration
alkenes,
metal-free
procedure
has
long
remained
an
unsolved
challenge.
Here,
we
report
organocatalytic
hy-droboration
aryl
alkenes
using
a
commercially
available
quaternary
ammonium
catalyst.
The
method
is
operationally
simple,
scalable,
and
compatible
with
wide
variety
substrates
it
can
be
successfully
applied
synthesis
active
pharmaceutical
ingredients
(API)
such
as
Chlorphenoxamine.
Through
in-depth
experimental
DFT
studies,
elucidate
nuanced
understanding
mechanism
regioselectivity
this
reaction.
Язык: Английский
Synthesis of gem-Difluorohomoallyl Amines via a Transition-Metal-Free Defluorinative Alkylation of Benzyl Amines with Trifluoromethyl Alkenes
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(12), С. 8342 - 8356
Опубликована: Май 31, 2024
A
mild
and
transition-metal-free
defluorinative
alkylation
of
benzyl
amines
with
trifluoromethyl
alkenes
is
reported.
The
features
this
protocol
are
easy-to-obtain
starting
materials,
a
wide
range
substrates,
functional
group
tolerance
as
well
high
atom
economy,
thus
offering
strategy
to
access
variety
Язык: Английский
Diastereoselective Homocoupling of Benzylic C(sp3)–H Bonds Enabled by Halogen Transfer
Organic Letters,
Год журнала:
2024,
Номер
26(43), С. 9257 - 9262
Опубликована: Окт. 18, 2024
A
transition-metal-
and
harsh-oxidant-free
strategy
for
diastereoselective
homocoupling
of
benzylic
α-boryl
carbanions
has
been
developed.
Central
to
this
methodology
is
the
ability
halogen
transfer
reagent
seamlessly
integrate
halogenation
substitution
within
a
compatible
process.
Additionally,
also
applicable
diarylmethanes
alkylheteroarenes.
Substrates
bearing
oxidatively
sensitive
functional
groups
were
well-tolerated.
Preliminary
studies
suggest
that
hydrogen
bond
between
two
boryl
contributes
high
diastereoselectivities.
Язык: Английский