The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(19), С. 13634 - 13644
Опубликована: Сен. 8, 2023
Herein,
we
reported
an
efficient
and
facile
visible-light-induced
3-alkyl
chromone
synthesis
from
easily
accessible
o-hydroxyaryl
enaminones
α-diazo
esters.
In
this
protocol,
excellent
yields
were
obtained
with
a
broad
substrate
scope
at
room
temperature,
tolerating
various
functional
groups.
Of
note
is
that
eco-friendly
methodology
features
catalyst-
additive-free,
mild
reaction
conditions,
simple
operation
procedure,
easy
scale-up,
which
affords
convenient
pathway
for
the
preparation
of
chromones.
Experimental
results
density
theory
(DFT)
computation
analyses
confirm
participation
carbene
species
active
cyclopropane
intermediate.
Organic Letters,
Год журнала:
2022,
Номер
24(25), С. 4640 - 4644
Опубликована: Июнь 21, 2022
A
photoinduced,
photocatalyst-free
cyanoalkylation
of
nitrostyenes
was
explored,
affording
a
series
cyanoalkylated
alkenes
in
moderate
to
good
yields.
Mechanistic
studies
reveal
that
an
electron
donor-acceptor
complex
formed
between
O-aryl
oximes
and
DIPEA
is
presumably
involved
this
process.
The
excellent
functional
group
compatibility
newly
designed
synthetic
protocol
allows
for
structurally
varied
substrates,
which
offers
eco-friendly
pathway
the
assembly
alkenes.
Molecules,
Год журнала:
2025,
Номер
30(6), С. 1194 - 1194
Опубликована: Март 7, 2025
A
novel,
eco-friendly,
and
efficient
method
for
constructing
2,3-disubstituted
chromone
skeletons
from
readily
available
water,
o-hydroxyaryl
enaminones
(o-HPEs),
aryldiazonium
salts
has
been
developed
under
mild
reaction
conditions.
This
α,β-C(sp2)–H
bond
difunctionalization/chromone
annulation
strategy
is
achieved
by
building
two
C(sp3)–O
bonds
a
C(sp2)-N
bond,
which
provides
practical
pathway
the
preparation
of
2-hydroxy-3-hydrazono-chromones
in
moderate
to
excellent
yields,
enabling
broad
substrate
scope
good
functional
group
tolerance,
as
well
gram-scale
synthesis.
protocol
offers
valuable
tool
synthesizing
diverse
functionalized
chromones
with
potential
applications
drug
discovery
industrial
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.
The Journal of Organic Chemistry,
Год журнала:
2025,
Номер
unknown
Опубликована: Апрель 22, 2025
A
visible-light-driven
intermolecular
tandem
α-amidotrifluoroethylation/cyclization
of
enaminones
using
a
previously
unreported
N-trifluoroethylaminopyridinium
salt
was
achieved
in
the
absence
transition
metal
catalysts
or
bases.
Notable
features
this
synthetic
method
include
mild
conditions,
high
selectivity,
excellent
functional
group
compatibility,
and
satisfactory
yields.
Preliminary
mechanistic
studies
indicate
that
reaction
proceeds
via
radical
pathway,
involving
an
situ
generated
N-trifluoroethyl
radical,
followed
by
1,2-H
shift.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(19), С. 13634 - 13644
Опубликована: Сен. 8, 2023
Herein,
we
reported
an
efficient
and
facile
visible-light-induced
3-alkyl
chromone
synthesis
from
easily
accessible
o-hydroxyaryl
enaminones
α-diazo
esters.
In
this
protocol,
excellent
yields
were
obtained
with
a
broad
substrate
scope
at
room
temperature,
tolerating
various
functional
groups.
Of
note
is
that
eco-friendly
methodology
features
catalyst-
additive-free,
mild
reaction
conditions,
simple
operation
procedure,
easy
scale-up,
which
affords
convenient
pathway
for
the
preparation
of
chromones.
Experimental
results
density
theory
(DFT)
computation
analyses
confirm
participation
carbene
species
active
cyclopropane
intermediate.
