The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 20, 2025
In
this
paper,
the
application
of
α-methyl
secondary
enaminones
in
synthesis
tetrahydrofuropyridines
is
described.
The
key
step
methodology
situ
generation
1-azadiene
from
oxidation
enaminone,
followed
by
a
subsequent
inverse-electron-demand
hetero-Diels–Alder
reaction
proceeded
to
give
desired
product.
Mechanistic
studies
and
density
functional
theory
(DFT)
calculations
revealed
detailed
pathway.
Gram-scale
preparation
experiments
further
transformation
product
demonstrate
potential
applicability
method.
addition,
amide
derivatives
could
be
obtained
employing
β-methyl
as
substrates
under
similar
oxidative
conditions.
present
work
opens
new
window
rarely
reported
enaminones.
Green Chemistry,
Год журнала:
2022,
Номер
24(13), С. 5058 - 5063
Опубликована: Янв. 1, 2022
The
electrochemical
annulation
of
enaminones/analogous
enamines
and
thioureas
providing
2-aminothiazoles
has
been
realized.
Modulating
the
electrolyte
enables
diastereoselective
synthesis
4,5-dialkoxyl
thiazolines
by
dearomatization.
Chemical Communications,
Год журнала:
2023,
Номер
59(27), С. 4036 - 4039
Опубликована: Янв. 1, 2023
The
synthesis
of
N-naphthyl
pyrazoles
has
been
realized
by
the
direct
three-component
reactions
enaminones,
aryl
hydrazine
hydrochlorides
and
internal
alkynes
via
Rh(III)
catalysis.
synthetic
employing
simple
substrates
lead
to
simultaneous
construction
dual
cyclic
moieties,
including
a
pyrazole
ring
phenyl
ring,
sequential
formation
two
C-N
three
C-C
bonds.
Organic Letters,
Год журнала:
2023,
Номер
25(39), С. 7214 - 7219
Опубликована: Сен. 26, 2023
A
novel
Rh(III)-catalyzed
cascade
alkenyl
C-H
activation/[3
+
2]
annulation/pinacol
rearrangement
reaction
of
enaminones
with
iodonium
ylides
has
been
developed.
This
methodology
provides
a
new
and
straightforward
synthetic
strategy
to
afford
highly
functionalized
2-spirocyclo-pyrrol-3-ones
in
satisfactory
yield
from
readily
available
starting
materials
under
mild
conditions.
Moreover,
gram-scale
reactions
further
derivatization
experiments
are
implemented
demonstrate
the
potential
utility
this
developed
approach.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(11), С. 7188 - 7198
Опубликована: Май 12, 2023
Rongalite
has
been
used
as
a
cheap
and
efficient
carbon
synthon
for
the
synthesis
of
divergent
N-heteroaromatics,
including
different
pyridines
quinolines.
The
selective
products
can
be
achieved
by
employing
enaminones
or
enaminones/anilines
reaction
partners.
In
addition,
compared
with
using
conventional
aldehyde
synthons,
rongalite
displays
an
evident
advantage
in
providing
considerably
higher
product
yields
under
milder
conditions.
GC-MS
analysis
process
performed
to
probe
possible
mechanism.
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 Chemistry Frontiers,
Год журнала:
2023,
Номер
10(22), С. 5660 - 5666
Опубликована: Янв. 1, 2023
Highly
functionalized
3a,7a-dihydroxy
hexahydro-4
H
-indol-4-ones
were
efficiently
synthesized
via
a
Ru(
iii
)-catalyzed
alkenyl
C(sp
2
)–H
bond
functionalization/[3
+
2]
annulation
reaction
between
readily
available
enaminones
and
iodonium
ylides.
Organic Letters,
Год журнала:
2023,
Номер
26(1), С. 46 - 50
Опубликована: Дек. 27, 2023
By
employing
enaminones
and
thiuram
disulfides
as
starting
materials,
the
frontiers
of
Newman–Kwart
rearrangement
have
been
expanded
to
alkenyl
system
for
first
time.
In
addition,
instead
leading
formation
simple
carbamothioates,
has
led
unprecedented
construction
S-heteroaryls.
Depending
on
differences
in
enaminone
structure,
efficient
synthesis
functionalized
isothiazoles
thiophenes
achieved.
