Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(7), P. 1450 - 1456
Published: Jan. 1, 2023
The
Ru(dppbsa)-catalyzed
reductive
amination
of
ketones
with
nitroarenes
and
nitriles
using
H2
as
the
environmentally
benign
hydrogen
surrogate
is
developed
in
this
study.
Cross-experiments
demonstrated
that
both
reactions
are
initiated
by
reduction
or
to
corresponding
amines,
followed
condensation
give
imines
thereafter
hydrogenation.
However,
route
formation
an
amino-ligated
Ru
complex
during
nitriles,
situ
nucleophilic
C-N
coupling,
cannot
be
completely
excluded.
This
newly
versatile
method
features
good
functional
group
tolerance,
which
provides
a
novel
design
platform
for
homogeneous
catalysts
constructing
motifs
secondary
amines.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
89(3), P. 1361 - 1378
Published: Oct. 25, 2022
A
versatile,
selective,
solvent
(methanol
vs
ethanol)-
and
base
(potassium
lithium
carbonate)-assisted
switchable
synthesis
of
saturated
ketone
α-methyl
from
α,β-unsaturated
is
developed.
Mechanistic
aspects,
evaluated
spectroscopic
studies,
in
situ
monitoring
the
reaction
progress,
control
labeling
further
indicate
involvement
a
tandem
dehydrogenation–condensation–hydrogenation
sequence
reaction,
which
interconvertible
coordination
mode
(imino
N
→
Ru
amido
N–Ru)
coordinated
imidazole
with
Ru(II)–para-cymene
crucial,
without
efficiency
selectivity
catalyst
are
completely
lost.
The
demonstrates
good
efficiency,
selectivity,
functional
group
tolerance
displays
broad
scope
(69
examples)
for
monomethylation
hydrogenation
unsaturated
chalcones,
double
methylation
ketones,
N-methylation
amines.
Chemical Communications,
Journal Year:
2023,
Volume and Issue:
59(99), P. 14709 - 14712
Published: Jan. 1, 2023
Homogeneous
Ni-catalyzed
highly
selective
transfer
hydrogenation
of
nitroarenes
was
successfully
established
using
NH3BH3
as
a
hydrogen
source.
A
broad
range
functional
groups
were
selectively
reduced
to
provide
the
corresponding
anilines
in
good
high
yields.
Further,
pharmaceutically
active
compounds
can
be
prepared
that
would
otherwise
challenging
access.
Chemistry - A European Journal,
Journal Year:
2021,
Volume and Issue:
27(54), P. 13613 - 13623
Published: July 20, 2021
A
catalytic
domino
reduction-imine
formation-intramolecular
cyclization-oxidation
for
the
general
synthesis
of
a
wide
variety
biologically
relevant
N-polyheterocycles,
such
as
quinoxaline-
and
quinoline-fused
derivatives,
phenanthridines,
is
reported.
simple,
easily
available,
environmentally
friendly
dioxomolybdenum(VI)
complex
has
proven
to
be
highly
efficient
versatile
catalyst
transforming
broad
range
starting
nitroarenes
involving
several
redox
processes.
Not
only
this
sustainable,
step-economical
well
air-
moisture-tolerant
method,
but
also
it
worth
highlighting
that
waste
byproduct
generated
in
first
step
sequence
recycled
incorporated
final
target
molecule,
improving
overall
synthetic
efficiency.
Moreover,
selected
indoloquinoxalines
have
been
photophysically
characterized
cyclohexane
toluene
with
exceptional
fluorescence
quantum
yields
above
0.7
alkyl
derivatives.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(7), P. 1450 - 1456
Published: Jan. 1, 2023
The
Ru(dppbsa)-catalyzed
reductive
amination
of
ketones
with
nitroarenes
and
nitriles
using
H2
as
the
environmentally
benign
hydrogen
surrogate
is
developed
in
this
study.
Cross-experiments
demonstrated
that
both
reactions
are
initiated
by
reduction
or
to
corresponding
amines,
followed
condensation
give
imines
thereafter
hydrogenation.
However,
route
formation
an
amino-ligated
Ru
complex
during
nitriles,
situ
nucleophilic
C-N
coupling,
cannot
be
completely
excluded.
This
newly
versatile
method
features
good
functional
group
tolerance,
which
provides
a
novel
design
platform
for
homogeneous
catalysts
constructing
motifs
secondary
amines.
