Michael addition reaction of malonates with nitro-olefins catalyzed by 1,1-diaminoazine, a bifunctional hydrogen bonding organocatalyst
New Journal of Chemistry,
Год журнала:
2023,
Номер
47(43), С. 19983 - 19986
Опубликована: Янв. 1, 2023
Carbon–carbon
bond
forming
processes
are
central
to
synthetic
organic
chemistry,
and
the
Michael
addition
reaction
is
a
frequently
used
method
for
C–C
formation;
1,1-diaminoazines
have
been
utilised
as
organocatalysts
facilitate
this
reaction.
Язык: Английский
Interrupted Michael Reaction: Sulfophosphinoylation of α,β-Unsaturated Ketones Catalyzed by Phosphine
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(22), С. 16564 - 16570
Опубликована: Окт. 31, 2024
An
efficient
method
for
phosphine-catalyzed
sulfophosphinoylation
of
α,β-unsaturated
ketones
synthesis
allylic
organophosphorus
compounds
has
been
reported,
in
which
acting
as
zwitterions
react
with
electrophiles
and
nucleophiles
to
form
a
C-P
bond
C-O
obtain
high
regio-
stereoselectivity
moderate
excellent
yields.
Язык: Английский
1,1-Diaminoazine based Pd(II) NNN Pincer Complex: Generation, Characterization, and Application in Catalyzing the Acceptorless Dehydrogenative Coupling
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
unknown
Опубликована: Янв. 1, 2024
An
azine-based,
non-palindromic,
neutral
NNN-pincer
ligand
was
synthesised
in
a
single
step
with
yield
of
85%.
Язык: Английский
Synthesis of Oxazolines using Aldol/Cyclization Cascade Reactions Employing 1,1‐Diaminobenzalazine as Organocatalyst
ChemistrySelect,
Год журнала:
2024,
Номер
9(44)
Опубликована: Ноя. 1, 2024
Abstract
1,1‐Diaminobenzalazine
has
been
recently
reported
to
catalyze
different
types
of
Michael
addition
reactions;
this
organic
molecule
unique
characteristic
features
for
bifunctional
organocatalysis.
Organocatalysts
were
shown
be
useful
in
aldol/cyclization
cascade
reactions,
it
is
important
establish
whether
1,1‐diaminobenzalazine
can
employed
the
reactions.
In
work,
synthesis
oxazolines
with
help
organocatalyst,
1,1‐diaminobenzalazine,
reported.
This
method
relatively
more
efficient,
cost‐effective,
and
environmentally
safe
as
avoids
use
metal
oxides
co‐catalysts.
Язык: Английский
Diastereomeric N,S-Dialkyl Dithiocarbamates Derived from (E)-Chalcones and ʟ-Tryptophan: Microwave-Assisted Synthesis and In Vitro Studies Against Fusarium oxysporum
Organics,
Год журнала:
2024,
Номер
5(4), С. 598 - 613
Опубликована: Дек. 9, 2024
The
synthesis
of
indole
phytoalexin-like
analogs
related
to
alkyl
(((1-(4-substitutedphenyl)-3-oxo-3-phenylpropyl)thio)carbonothioyl)-ʟ-tryptophanate
1a–d
and
the
evaluation
their
antifungal
activity
against
phytopathogen
Fusarium
oxysporum
is
reported.
target
compounds
were
synthesized
in
following
two
stages:
(1)
initial
esterification
ʟ-tryptophan,
which
reacted
with
trimethyl
silane
chloride
simple
aliphatic
alcohols
(R
=
Me,
Et)
under
microwave
irradiation
(MWI)
at
100
°C
obtain
respective
ester
2a–b;
(2)
resulting
mixture
ʟ-tryptophanates
2a–b
carbon
disulfide
(E)-chalcone
3a–b
MWI
50
during
60
min,
followed
by
purification
through
classical
column
chromatography
(55–76%
yields).
products
obtained
as
mixtures
(S,R)
(S,S)
diastereoisomers.
An
LC-DAD-MS
analysis
allowed
us
establish
ratio
these
diastereoisomers,
subsequent
DFT/B3LYP-based
computational
calculations
NMR
1H
chemical
shifts
suggested
that
major
diastereoisomer
involved
an
absolute
configuration,
comprising
more
than
60%
mixture.
subjected
test
F.
using
amended
medium-based
assay.
Compound
series
1
showed
inhibition
percentages
80%
first
concentration
IC50
values
between
0.33
5.71
mM,
demonstrating
greater
potential
agents
compared
other
ʟ-tryptophan
derivatives
like
(2S)-3-(1H-indol-3-yl)-2-{[(1Z)-3-oxobut-1-en-1-yl]amino}propanoate,
presented
lower
percentages.
In
summary,
phytoalexin
derived
from
(E)-chalcones
significantly
inhibited
mycelial
growth
oxysporum,
indicating
effective
agents.
Язык: Английский