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 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.
Chemical Society Reviews,
Год журнала:
2024,
Номер
53(9), С. 4741 - 4785
Опубликована: Янв. 1, 2024
The
review
summarizes
advances
in
the
radical
chemistry
of
polyfluorinated
arenes
under
photocatalytic
conditions.
fluoroaryl
fragment
serves
as
enabling
motif
for
reaction
design
and
efficient
generation
reactive
intermediates.
Synthesis,
Год журнала:
2024,
Номер
56(16), С. 2565 - 2571
Опубликована: Апрель 26, 2024
Abstract
Visible-light
photocatalytic
reactions
between
enaminones
and
thioureas
leading
to
thiazole
products
have
been
achieved.
The
annulation
process
consists
of
tandem
C–S
C–N
bond
formation
by
running
under
air
atmosphere
at
ambient
temperature.
Broad
substrate
tolerance
the
sustainable
protocol
has
verified
practical
synthesis
divergent
thiazoles
with
both
monocyclic
fused
cyclic
structures.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(17), С. 3670 - 3675
Опубликована: Июль 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.
Advanced Synthesis & Catalysis,
Год журнала:
2022,
Номер
364(24), С. 4440 - 4446
Опубликована: Дек. 2, 2022
Abstract
A
silver‐catalyzed
protocol
for
the
synthesis
of
3‐(1
H
‐isochromen)‐chromones
is
described.
The
method
involves
an
initial
6‐endo‐dig
cyclization
o
‐alkynylbenzaldehydes
and
domino
C−H
alkylation
chromone
annulation
‐hydroxyarylenaminones,
which
enables
installation
1
‐isochromen
in
a
single
structure.
This
synthetic
strategy
advantageous
excellent
regioselectivity,
step
economy,
concise
one‐pot
methodology,
gram‐scale
synthesis,
as
well
high
bond‐forming
efficiency.
magnified
image
The Journal of Organic Chemistry,
Год журнала:
2022,
Номер
87(21), С. 14965 - 14969
Опубликована: Окт. 24, 2022
Herein,
we
reported
a
practical
and
efficient
strategy
combining
photoredox
enzyme
catalysis
for
the
construction
of
3-aminoalkyl
chromones
from
o-hydroxyaryl
enaminones
N-arylglycine
esters.
A
variety
were
synthesized
with
good
yields
under
mild
conditions
in
one
pot.
This
synthetic
protocol
consists
sequential
enzymatic
hydrolysis
decarboxylation
esters,
oxidation
aminoalkyl
radicals,
Mannich
reaction,
intramolecular
nucleophilic
cyclization,
which
affords
convenient
pathway
preparation
various
3-substituted
chromones.
Organic Letters,
Год журнала:
2023,
Номер
25(42), С. 7716 - 7720
Опубликована: Окт. 16, 2023
Herein,
a
direct
cross-dehydrogenative
C-H
amination
of
indoles
has
been
successfully
achieved,
enabled
by
the
merger
photocatalysis
with
nickel
catalysis.
This
developed
process
does
not
require
stoichiometric
oxidants
and
prefunctionalization
amine
partners,
providing
concise
platform
for
C-N
bond
formation.
Moreover,
synthetic
practicality
this
transformation
was
well
revealed
its
high
step-
atom-economy,
reaction
efficiency,
broad
functional
group
tolerance.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
89(1), С. 644 - 655
Опубликована: Дек. 13, 2023
A
photoredox-catalyzed
intermolecular
tandem
sulfonamination/cyclization
of
enaminones
was
realized
by
using
N-aminopyridinium
salts
as
the
sulfonaminated
reagents
without
transition-metal
catalysts
or
bases.
The
reaction
exhibits
a
broad
scope
and
good
functional
group
tolerance,
yields,
regioselectivity.
Preliminary
mechanistic
studies
support
radical
property
involvement
N-centered
intermediates.
