The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(5), С. 2898 - 2907
Опубликована: Фев. 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,
Год журнала:
2022,
Номер
364(9), С. 1508 - 1521
Опубликована: Апрель 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,
Год журнала:
2022,
Номер
20(12), С. 2356 - 2369
Опубликована: Янв. 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,
Год журнала:
2022,
Номер
58(11), С. 1808 - 1811
Опубликована: Янв. 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,
Год журнала:
2023,
Номер
25(47), С. 8451 - 8456
Опубликована: Ноя. 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,
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.
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(12), С. 8248 - 8255
Опубликована: Май 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.
Frontiers in Chemistry,
Год журнала:
2022,
Номер
10
Опубликована: Ноя. 3, 2022
The
activation
of
C–H
bond,
and
its
direct
one-step
functionalization,
is
one
the
key
synthetic
methodologies
that
provides
access
to
a
variety
practically
significant
compounds.
Particular
attention
focused
on
modifications
obtained
at
final
stages
synthesis
complicated
molecules,
which
requires
high
tolerance
presence
existing
functional
groups.
Phosphorus
an
indispensable
element
life,
phosphorus
chemistry
now
experiencing
renaissance
due
new
emerging
applications
in
medicinal
chemistry,
materials
(polymers,
flame
retardants,
organic
electronics,
photonics),
agricultural
(herbicides,
insecticides),
catalysis
(ligands)
other
important
areas
science
technology.
In
this
regard,
search
for
new,
more
selective,
low-waste
routes
become
relevant.
context,
electrosynthesis
has
proven
be
eco-efficient
convenient
approach
many
respects,
where
reagents
are
replaced
by
electrodes,
reactants
applied
potential
determines
their
“oxidizing
or
reducing
ability”.
An
electrochemical
such
processes
being
developed
rapidly
demonstrates
some
advantages
over
traditional
classical
methods
C-H
phosphorylation.
main
reasons
success
exclusion
excess
from
reaction
system:
as
oxidants,
agents,
sometimes
metal
and/or
improvers,
challenge
isolation,
increase
wastes
reduce
yield
frequent
incompatibility
with
these
Ideal
conditions
include
electron
reactant
(regulated
potential)
by-products
hydrogen
hydrocarbon.
review
summarizes
analyzes
achievements
preparation
various
derivatives
carbon-phosphorus
bonds,
collects
data
redox
properties
most
commonly
used
precursors.
Electrochemically
induced
reactions
both
without
catalyst
metals,
competitive
oxidation
precursors
leads
either
bond
generation
phosphorus-centered
radicals
(radical
cations)
states
will
examined.
focuses
publications
past
5
years.
