Chemistry - An Asian Journal,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 29, 2024
A
novel
protocol
for
the
visible-light-driven
synthesis
of
β-trifluoromethylated
enamines
has
been
developed,
which
operates
without
use
transition
metals
or
any
photocatalysts,
utilizing
trifluoromethylthiosulfonium
salts
as
source
trifluoromethyl
groups
under
mild
conditions.
According
to
this
new
protocol,
more
than
40
products
have
prepared
in
moderate
good
yields.
In
addition
eliminating
need
expensive
toxic
and
methodology
proves
its
potential
scalability
through
air-stability,
safe
readily
available
reagents,
a
two-step
one-pot
procedure,
effective
gram-scale
reactions.
This
innovative
approach
not
only
demonstrates
promise
green
chemical
but
also
offers
pathway
advancement
fluorine
chemistry
sustainable
organic
synthesis.
Organic Letters,
Год журнала:
2023,
Номер
25(3), С. 512 - 516
Опубликована: Янв. 12, 2023
Switchable
multicomponent
reactions
have
been
attractive
tools
for
the
construction
of
compound
libraries
with
skeleton
diversity
and
complexity
by
slightly
changing
reaction
conditions.
Described
herein
is
a
regioselectivity-switchable
formal
[1
+
2
2]
cycloaddition
from
difluoroalkyl
compounds,
enaminones,
RNHNH2,
ultimately
using
1-methylindazol-3-amine
as
traceless
mediator
to
switch
inherent
regioselectivity
1,3,4-trisubstituted
pyrazole
formation
1,4,5-trisubstituted
pyrazoles.
Remarkable
features
this
work
include
mild
conditions,
simple
operation,
broad
scopes.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(7), С. 4833 - 4838
Опубликована: Март 22, 2023
A
facile
and
practical
method
for
the
synthesis
of
fused
tricyclic
pyrazolo[5,1-a]isoquinolines
has
been
realized
via
reactions
enaminones,
hydrazine
hydrochloride,
internal
alkynes.
By
means
Rh
catalysis,
extraordinary
high-order
bond
functionalization,
including
transformation
aryl
C–H,
ketone
C═O,
alkenyl
C–N
bonds
in
marks
major
feature
cascade
reactions.
The
results
disclose
individual
advantage
enaminones
design
novel
efficient
synthetic
methods.
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(12), С. 2339 - 2358
Опубликована: Янв. 1, 2024
This
review
highlights
recent
advancements
in
the
synthesis
of
various
quinoline
derivatives
through
a
multi-component
approach
involving
different
types
catalysts
and
catalyst-free
reactions.
An
efficient
and
sustainable
approach
for
the
synthesis
of
2,4-diarylquinolines
has
been
developed
via
a
visible-light-promoted
metal-free
three-component
decarboxylative
annulation
pathway.
This
one-pot
protocol
combines
readily
available
feed-stock
α,β-unsaturated
acids,
aromatic
amines,
α-keto
acids
in
cascade
manner
to
access
substituted
quinolines
under
eco-benign
conditions.
Moreover,
mechanistic
insights
suggest
initial
C-C
cross
coupling
followed
by
6π
electrocyclic
afford
desired
products.
The
broad
substrates
scope
excellent
functional
group
tolerance
make
this
more
attractive
synthetically
applicable
toward
construction
complex
N-heterocycles.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(13), С. 8619 - 8627
Опубликована: Май 31, 2023
By
using
readily
available
enaminones,
aryl
hydrazine
hydrochlorides,
and
alkynes
as
starting
materials,
the
chemo-selective
three-component
synthesis
of
atropisomeric
N-(o-alkenylaryl)
pyrazoles
has
been
efficiently
accessed
with
rhodium
catalysis.
Unlike
Satoh-Miura
reaction
leading
to
alkyne-based
C-H
benzannulation
by
prior
prepared
N-phenyl
substrates,
this
protocol
displays
unprecedented
selectivity
alkenylation
blocking
second
round
metal
key
protonation
step
in
presence
acids.
The Journal of Organic Chemistry,
Год журнала:
2024,
Номер
89(15), С. 11060 - 11066
Опубликована: Июль 24, 2024
Reported
herein
is
a
new
photocatalytic
annulation
for
the
synthesis
of
2,3,4,6-tetrasubstituted
pyridines
with
enaminones
and
N,N,N′,N′-tetramethyl
ethylenediamine
(TMEDA).
The
reactions
take
place
without
requiring
transition
metal
reagent
provide
products
broad
scope.
methyl
in
TMEDA
acts
as
carbon
source
pyridine
ring
construction,
BrCF2CO2Et
plays
role
terminal
oxidant
free
radical
quenching.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(4), С. 2433 - 2442
Опубликована: Фев. 8, 2023
A
simple
and
concise
method
for
the
synthesis
of
cinnolines
has
been
developed
by
reactions
readily
available
enaminones
aryl
diazonium
tetrafluoroboronates.
The
run
efficiently
to
provide
with
broad
diversity
in
substructure
heating
dimethyl
sulfoxide
without
using
any
catalyst
or
additive.
In
addition,
primary
investigation
anti-inflammatory
activity
these
products
leads
observation
p-chlorobenzoyl
(3f)
p-nitrobenzoyl
(3j)
as
attractive
compounds
vitro.
Synthesis,
Год журнала:
2024,
Номер
56(16), С. 2565 - 2571
Опубликована: Апрель 26, 2024
Abstract
Visible-light
photocatalytic
reactions
between
enaminones
and
thioureas
leading
to
thiazole
products
have
been
achieved.
The
annulation
process
consists
of
tandem
C–S
C–N
bond
formation
by
running
under
air
atmosphere
at
ambient
temperature.
Broad
substrate
tolerance
the
sustainable
protocol
has
verified
practical
synthesis
divergent
thiazoles
with
both
monocyclic
fused
cyclic
structures.
