Chemistry - A European Journal,
Год журнала:
2022,
Номер
28(24)
Опубликована: Фев. 18, 2022
Defunctionalization
of
readily
available
feedstocks
to
provide
alkenes
for
the
synthesis
multifunctional
molecules
represents
an
extremely
useful
process
in
organic
synthesis.
Herein,
we
describe
a
transition
metal-free,
simple
and
efficient
strategy
access
alkyl
1,2-bis(boronate
esters)
via
regio-
diastereoselective
diboration
secondary
tertiary
halides
(Br,
Cl,
I),
tosylates,
alcohols.
Control
experiments
demonstrated
that
key
this
high
reactivity
selectivity
is
addition
combination
potassium
iodide
N,N-dimethylacetamide
(DMA).
The
practicality
industrial
potential
transformation
are
by
its
operational
simplicity,
wide
functional
group
tolerance,
late-stage
modification
complex
molecules.
From
drug
discovery
perspective,
synthetic
method
offers
control
position
diversification
diastereoselectivity
ring
scaffolds,
which
would
be
especially
lead
optimization
program.
Dalton Transactions,
Год журнала:
2023,
Номер
52(14), С. 4481 - 4493
Опубликована: Янв. 1, 2023
The
synthesis,
characterization,
and
catalytic
application
of
six
aluminum
alkyl
complexes
supported
by
various
imino-phosphanamidinate
chalcogenide
ligands
are
described.
Six
different
unsymmetrical
[NHIRP(Ph)(E)NH-Dipp]
[R
=
2,6-diisopropylphenyl
(Dipp),
E
S
(2a-H),
Se
(2b-H);
R
mesityl
(Mes),
(3a-H),
(3b-H);
tert-butyl
(tBu),
(4a-H),
(4b-H)]
were
prepared
the
oxidation
respective
imino-phosphanamide
(1a,
1b
1c)
with
elemental
chalcogen
atoms
(S
Se).
general
formulae
[κ2NN-{NHIRP(Ph)(E)N-Dipp}AlMe2]
Dipp,
(5a),
(5b);
Mes,
(6a),
(6b)]
or
[κ2NE-{NHIRP(Ph)(E)N-Dipp}AlMe2]
tBu,
(7a),
(7b)]
synthesized
in
good
yields
from
reaction
suitable
protic
(2a,b-H-4a,b-H)
trimethylaluminum
a
1
:
molar
ratio
toluene
at
room
temperature.
All
well
characterized
multi-nuclear
NMR
spectroscopy,
solid-state
structures
2a,b-H-4a,b-H,
5a,b-6a,b
7b
established
single
crystal
X-ray
diffraction
analysis.
5a,b-7a,b
tested
as
catalysts
for
hydroboration
nitriles,
alkynes,
alkenes
under
mild
conditions.
reactions
accomplished
complex
5b
temperature
solvent-free
conditions
to
afford
high
yield
corresponding
N,N-diborylamines,
vinylboranes
boronate
esters,
respectively.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(17), С. 3628 - 3635
Опубликована: Янв. 1, 2023
Alkaline-earth
metals
have
attracted
increasing
attention
because
they
are
cheap,
Earth
abundant
and
environmentally
friendly,
gradually
become
inexpensive
sustainable
alternatives
to
traditional
precious
transition
metal
catalysts
in
many
organic
reactions.
Recently,
the
hydroboration
of
unsaturated
substrates
has
been
extensively
investigated.
However,
reports
on
alkaline-earth
catalyzed
isocyanates
ketones
rare.
Herein,
we
report
that
simple,
commercially
available,
air-stable
magnesium
halides
successfully
employed
as
highly
efficient
ketones.
Various
boronate
products
were
obtained
high
yields
with
low
catalyst
loading
under
mild
conditions.
