The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Март 6, 2025
A
water-controlled
geminal
phosphinoylation
of
enaminones
with
H-phosphine
oxides
has
been
established
through
AlCl3-mediated
C-N
bond
cleavage
in
this
work,
which
provides
a
novel
strategy
for
accessing
various
hydroxy
and
diphosphinoyl
products
3a
4a
high
yields.
The
transformation
features
excellent
functional
group
tolerance,
operational
simplicity,
atom
economy,
is
amenable
complex
molecule
skeletons.
Preliminary
mechanism
studies
suggest
the
conversion
from
to
involve
elimination
hydroxyl
group,
water
temperature
plays
critical
role
influencing
reaction
pathway
product
selectivity.
This
research
significant
value
functionalization
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.
Chinese Journal of Chemistry,
Год журнала:
2022,
Номер
40(21), С. 2582 - 2594
Опубликована: Июль 18, 2022
Comprehensive
Summary
Trifluoromethyl
group
is
one
of
the
most
frequently
available
and
promising
functional
groups
in
pharmaceutical,
agrochemical
as
well
material
molecules.
Developing
synthetic
methods
for
synthesis
trifluoromethyl
functionalized
compounds
by
trifluoromethylation
reactions
occupies
significant
position
modern
organic
chemistry.
On
other
hand,
a
typical
tool
sustainable
synthesis,
transition
metal‐free
possesses
unique
advantages
atom
economy,
easy
product
purification
excellent
eco‐tolerance.
Consequently,
constitute
important
approaches
accessing
trifluoromethylated
Herein,
advances
C—H
are
reviewed
first
time.
According
to
updated
state‐of‐art,
both
catalytic
conventional
heating
chemistry
more
photocatalysis
included,
covering
C(sp
3
)–H
bond,
aromatic
2
bond
non‐aromatic
different
substrates
over
last
five
years
(2017—2021).
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(6), С. 4017 - 4023
Опубликована: Март 2, 2023
A
facile
cascade
reaction
for
the
site
selective
synthesis
of
2-cyanochromones
is
described.
By
using
simple
o-hydroxyphenyl
enaminones
and
potassium
ferrocyanide
trihydrate
(K4[Fe(CN)6]3·3H2O)
as
starting
materials
I2/AlCl3
promoters,
products
are
furnished
via
tandem
chromone
ring
formation
C–H
cyanation.
The
in
situ
3-iodochromone
a
formal
1,2-hydrogen
atom
transfer
(HAT)
process
account
unconventional
selectivity.
In
addition,
2-cyanoquinolin-4-one
has
been
realized
by
employing
corresponding
2-aminophenyl
enaminone
substrate.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(19), С. 13195 - 13203
Опубликована: Сен. 15, 2022
Visible
light
photocatalytic
reactions
of
NH2-enaminones
and
ammonium
thiocyanate
for
chemoselective
α-C-H
thiocyanation
have
been
realized
the
first
time,
providing
a
sustainable
route
synthesis
thiocyanated
NH2-enaminones.
In
addition,
enaminone
products
can
be
flexibly
transformed
into
2-aminothiazoles
2-thiazolinones
via
simple
operation.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(9), С. 5348 - 5358
Опубликована: Апрель 3, 2023
A
facile
access
to
isocoumarins
has
been
established
via
rhodium(III)-catalyzed
C-H
bond
activation
and
intramolecular
C-C
cascade
annulation
of
enaminones
cyclic
1,3-dicarbonyl
compounds.
The
synthetic
protocol
features
a
wide
range
substrates
with
high
functional
group
tolerance,
mild
reaction
conditions,
the
selective
cleavage
enaminone
bond.
Notably,
compounds
can
in
situ-generate
iodonium
ylide
as
carbene
precursor
prepare
polycyclic
scaffolds
by
reacting
PhI(OAc)2.
application
this
method
useful
precursors
bioactive
skeletons
is
also
exemplified.
Organic Chemistry Frontiers,
Год журнала:
2023,
Номер
10(19), С. 4843 - 4847
Опубликована: Янв. 1, 2023
An
unprecedented
dual
α,β-C(sp
2
)–H
functionalization/bicyclization
strategy
of
o
-hydroxyphenyl
enaminones
for
the
preparation
chromeno[2,3-
b
]pyrrol-4(1
H
)-ones
has
been
established.