Journal of the Brazilian Chemical Society,
Год журнала:
2022,
Номер
unknown
Опубликована: Сен. 28, 2022
Chiral
aminomethylnaphthols
have
been
prepared
highly
diastereoselective
by
means
of
three-component
“Betti
condensation”,
using
steroidal
2-naphthol
analogue,
synthesized
from
estrone.
The
use
2-methoxybenzaldehyde
or
2-pyridinecarboxaldehyde
as
aldehyde
component
and
(S)-(–)-1-phenylethan-1-amine
(S)-(–)-1-(naphthalen-2-yl)ethan-1-amine,
chiral
non-racemic
amine
providing
the
diastereoselectivity,
allowed
synthesis
structurally
diverse
aminomethylnaphthols.
latter
easily
form
1,3-dihydronaphthoxazines
through
reaction
with
formaldehyde.
absolute
configurations
new
determined
advanced
nuclear
magnetic
resonance
(NMR)
experiments
confirmed
X-ray
crystallography.
obtained
pure
diastereoisomers
evaluated
pre-catalysts
in
enantioselective
addition
diethylzinc
to
aldehydes
enantioselectivities
up
97%
ee.
ACS Sustainable Chemistry & Engineering,
Год журнала:
2023,
Номер
11(6), С. 2303 - 2313
Опубликована: Янв. 30, 2023
Although
the
typical
antioxidant,
N-(1,3-dimethylbutyl)-N′-phenyl-p-phenylenediamine
(6PPD),
ensures
high
durability
and
long
lifespan
for
rubber
compounds,
it
generates
a
highly
toxic
quinone
in
water,
causing
serious
environmental
pollution.
Herein,
as
an
alternative
material
of
6PPD,
we
newly
introduce
eco-friendly
amine-functionalized
lignin
(AL)
to
be
incorporated
rubber,
which
can
provide
excellent
combinatorial
antiaging
properties
thermal
stability
ozone/fatigue
resistances
through
radical
scavenging
effect.
The
heterolytic
ring-opening
reaction
AL
sulfur
accelerate
curing
improve
cross-link
density
by
28%
(v,
4.107
×
10–4
mol/cm3),
consequently
reducing
ozone
vulnerable
areas
matrix
further
improving
aging
resistance.
Notably,
allows
its
compound
exhibit
superior
anti-ozone
performance
after
aging,
with
arithmetic
surface
roughness
(Sa)
2.077
μm,
should
compared
that
6PPD
(4.737
μm).
developed
chemically
modified
methodology
have
enormous
potential
promising
additive
future
compounds.
lignin-based
antioxidant
manufactured
amination
has
reduce
pollution
industry.
2D
covalent
organic
framework
(COF)
materials
with
extended
conjugated
structure
and
periodic
columnar
π-arrays
exhibit
promising
applications
in
optoelectronics.
However,
there
is
a
scarcity
of
reports
on
optoelectronic
COFs,
mainly
due
to
the
lack
suitable
π-skeletons.
Here,
two
multi-functional
COFs
DPP-TPP-COF
DPP-TBB-COF
are
constructed
diketopyrrolopyrrole
as
electron
acceptor
(A),
1,3,6,8-tetraphenylpyrene
1,3,5-triphenylbenzene
donor
(D)
through
imine
bonds.
Both
showed
good
crystallinities
AA
stacking
rhombic
for
hexagonal
one
DPP-TBB-COF,
respectively.
The
D-A
ordered
intermolecular
packing
structures
endow
broad
UV-vis
absorptions
narrow
bandgaps
along
HOMO/LUMO
energy
levels,
resulting
properties,
including
photothermal
conversion,
supercapacitor
property,
ambipolar
semiconducting
behavior.
Among
them,
exhibits
high
conversion
efficiency
47%
under
660
nm
laser
irradiation,
while
superior
specific
capacitance
384
F
g
RSC Advances,
Год журнала:
2024,
Номер
14(17), С. 11811 - 11848
Опубликована: Янв. 1, 2024
This
review
article
highlights
the
use
of
Betti
base
derivatives
in
transformation
reactions
for
synthesizing
organic
compounds,
particularly
heterocyclic
molecules,
and
investigation
into
their
pharmacological
properties.
Abstract
A
rapid,
simple,
and
efficient
one-pot
protocol
has
been
developed
for
the
sustainable
synthesis
of
1-[(1,3-benzothiazol-2-ylamino)methyl]-2-naphthols
from
substituted
2-aminobenzothiazoles,
aryl
aldehydes,
2-naphthol
by
using
5
mol%
a
Bronsted
acid
ionic
liquid
as
catalyst.
This
method
offers
several
advantages
such
broad
substrate
scope,
short
reaction
time,
procedure,
benign
medium,
high
yield
low
catalyst
loading.
Moreover,
can
be
recycled
up
to
three
times
without
noteworthy
loss
in
catalytic
activity.
Abstract
A
green
multi‐component
approach
for
the
synthesis
of
a
new
series
bis‐Betti
base
derivatives
via
Mannich‐type
reaction
was
developed
based
on
one‐pot
pseudo
five‐component
5,5′‐methylenebis(thiazol‐2‐amine),
aromatic
aldehydes
and
2‐naphthol
in
presence
p
‐toluenesulfonic
acid
as
organocatalyst
under
solvent‐free
conditions.
The
attractive
features
this
method
are
operational
simplicity,
metal‐free
conditions,
environmentally
friendly,
high
atom‐economy,
shorter
time,
broad
substrate
scope,
easy
workup
procedure,
purification
products
by
nonchromatographic
methods
good
to
yields.
Applied Sciences,
Год журнала:
2022,
Номер
12(15), С. 7779 - 7779
Опубликована: Авг. 2, 2022
Two
aminobenzylnaphthols,
which
are
representative
items
of
the
family
compounds
synthesized
with
Betti
reaction,
were
investigated
as
antiproliferative
agents
against
adenocarcinoma
human
colorectal
(Caco-2)
and
neuroblastoma
(SH-SY5Y)
cell
lines,
using
cisplatin
a
positive
control.
A
better
activity
was
recorded
after
24
h
incubation
for
first
tested
molecule,
whereas
other
one
more
effective
72
incubation.
These
results
support
hypothesis
that
both
aminobenzylnaphthols
could
potentially
be
endowed
biological
activity.
