The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(5), P. 2898 - 2907
Published: Feb. 21, 2023
An
efficient
triflic
anhydride
promoted
phosphorylation
of
ketone
was
disclosed,
and
vinylphosphorus
compounds
were
prepared
under
solvent-
metal-free
conditions.
Both
aryl
alkyl
ketones
could
perform
smoothly
to
give
vinyl
phosphonates
in
high
excellent
yields.
In
addition,
the
reaction
easy
carry
out
scale
up.
Mechanistic
studies
suggested
that
this
transformation
might
involve
nucleophilic
vinylic
substitution
or
a
addition–elimination
mechanism.
Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(9), P. 1508 - 1521
Published: April 8, 2022
Abstract
Enaminones
have
in
the
past
decade
received
renewed
interest
organic
synthesis
by
acting
as
highly
versatile
building
blocks.
Particularly,
featured
amino
and
carbonyl
group
enaminone
structure
endow
them
with
ability
of
tolerating
water
via
hydrogen
bonding
effect.
Thus,
designing
synthetic
methods
aqueous
medium
enaminones
main
blocks
has
extensive
attention
notable
success.
Based
on
our
longstanding
efforts
interests
chemistry,
we
review
herein
research
advances
participated
medium.
magnified
image
Organic & Biomolecular Chemistry,
Journal Year:
2022,
Volume and Issue:
20(12), P. 2356 - 2369
Published: Jan. 1, 2022
Enaminones
and
analogous
stable
enamines
are
well
known
as
platform
building
blocks
in
organic
synthesis
for
the
construction
of
heterocyclic
compounds,
especially
N-heterocycles.
To
date,
enaminones
have
been
successfully
employed
various
5-
or
6-
membered
heterocycles.
Recently,
synthetic
protocols
accomplished
by
diversity-oriented
annulation
reactions
based
on
C-N
bond
cleavage
gained
notable
success.
In
this
review,
development
transition
metal-free
product
featuring
a
is
reviewed.
Chemical Communications,
Journal Year:
2022,
Volume and Issue:
58(11), P. 1808 - 1811
Published: Jan. 1, 2022
Herein,
the
copper-catalyzed
annulation
of
enaminones
with
alkynyl
esters
for
facile
synthesis
different
pyrroles
a
2,3,4,5-tetrasubstituted
structure
has
been
developed.
With
Cu(OAc)2
as
only
catalyst,
tunable
2-vinyl
and
2,3-dicarboxyl-functionalized
achieved
by
using
terminal
internal
esters,
respectively.
The
represents
first
example
accessing
substituted
via
direct
cascade
reactions
involving
vinylation
pyrrole
ring
formation.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(47), P. 8451 - 8456
Published: Nov. 16, 2023
The
three-component
reactions
of
enaminones,
disulfides,
and
alcohols
for
the
synthesis
polyfunctionalized
alkenes
have
been
realized
via
C-H
C-N
bond
transformation
on
enaminones.
proceed
in
a
novel
"alkene-to-alkene"
difunctionalization
mode
without
using
any
transition
metal.
application
alkene
products
divergent
sulfenyl
heteroaryls,
including
sulfenylated
pyrazoles,
pyrimidines,
isoxazoles,
simple
annulation
has
also
verified.
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(7), P. 4833 - 4838
Published: March 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.
The Journal of Organic Chemistry,
Journal Year:
2022,
Volume and Issue:
87(12), P. 8248 - 8255
Published: May 26, 2022
Ultrasound
has
been
successfully
employed
to
promote
the
thiocyanation
of
C═C
bond
in
enaminones
for
synthesis
α-thiocyanoketones
and
2-aminothiazoles.
The
reactions
with
ammonium
thiocyanate
provide
ultrasound
irradiation
at
room
temperature.
More
interestingly,
simply
further
heating
vessel
after
ultrasonic
leads
selective
2-aminothiazoles
an
unconventional
4-aryl
substructure.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(17), P. 3670 - 3675
Published: July 2, 2024
Abstract
With
an
in
situ
C−H
iodination
tactic,
a
method
for
the
synthesis
of
chromone‐3‐phosphonates
was
developed
with
trialkyl/triaryl
phosphites
as
reaction
partners
o
‐hydroxyphenyl
enaminones
by
palladium
catalysis.
The
product
formation
consists
cascade
iodination,
chromone
annulation,
and
Arbuzov‐type
C−P
cross
coupling
major
transformations.
In
addition
to
providing
enaminone‐based
synthetic
chromone‐3‐phosphonates,
work
shows
advantage
step
economy
skipping
separate
operation
preparing
iodo‐functionalized
intermediate.