Synthesis,
Год журнала:
2023,
Номер
56(03), С. 496 - 506
Опубликована: Сен. 27, 2023
Abstract
A
photo-induced
intramolecular
electrophilic
aromatic
substitution
(SEAr)
of
N-acyloxyamides
using
FeCl3
in
1,4-dioxane
is
reported
for
the
synthesis
biologically
interesting
benzoxazin-3(4H)-ones.
It
believed
that
irradiation
with
a
blue
LED
facilitates
reaction,
serving
as
source
energy.
The
SEAr
reaction
pathway
ascribed
to
electronic
effects
present
aryl
ring
substrates.
also
applicable
useful
scaffolds
possessing
quinolin-2-one
core,
such
an
anticancer
reagent
and
analogues
brexipiprazole
cilostamide.
Chemical Communications,
Год журнала:
2023,
Номер
59(89), С. 13309 - 13312
Опубликована: Янв. 1, 2023
This
study
describes
an
iron-catalyzed
divergent
oxidation
of
styrene
into
β-hydroxylmethylketone
and
ketone
under
photo-irradiation.
divergence
is
ascribed
to
the
use
with
various
substituents.
More
importantly,
methanol
oxidized
formaldehyde
in
reaction
serves
as
a
C1
synthon.
Mechanism
investigations
show
that
initiated
by
oxidative
SET
transfer
cation
radical.
The
pathway
undergoes
HAT
β-hydride
elimination
well
concerted
cyclization.
Particularly,
several
drug-like
molecules,
such
melperone
analogue,
lenperone
haloperidol
are
synthesized.
In
addition,
this
method
also
applicable
synthesis
natural
product
(R)-atomoxetine.
In
this
work,
the
annulation
of
acyl
nitrene
with
alkynes
is
reported
under
photoredox/iron
dual-catalysis
for
synthesis
a
series
isoquninalin-2-ones.
The
reaction
featured
high
regioselectivity
and
good
generality.
particular,
resulting
isoquinalin-2-ones
could
be
structurally
elaborated
into
several
biologically
interesting
scaffolds.
Mechanism
investigation
suggests
that
was
ascribed
to
formal
[4
+
2]
cyclization.
It
believed
represents
an
initial
example
preparing
isoquinolin-1-ones
from
ferric
peroxyl-catalyzed
insertion.
Chemistry - An Asian Journal,
Год журнала:
2023,
Номер
19(5)
Опубликована: Дек. 27, 2023
Abstract
The
use
of
iron
as
a
core
metal
in
catalysis
has
become
research
topic
interest
over
the
last
few
decades.
reasons
are
clear.
Iron
is
most
abundant
transition
on
Earth's
crust
and
it
widely
distributed
across
world.
It
been
extracted
processed
since
dawn
civilization.
All
these
features
render
noncontaminant,
biocompatible,
nontoxic,
inexpensive
therefore
constitutes
perfect
candidate
to
replace
noble
metals
(rhodium,
palladium,
platinum,
iridium,
etc.).
Moreover,
direct
C−H
functionalization
one
efficient
strategies
by
which
introduce
new
functional
groups
into
small
organic
molecules.
majority
compounds
contain
C(sp
3
)−H
bonds.
Given
enormous
importance
molecules
so
many
aspects
existence,
utilization
bioactivity
bonds
utmost
importance.
This
review
sheds
light
substrate
scope,
selectivity,
benefits,
limitations
catalysts
for
bond
activations.
An
overview
activation
protocols
summarized
herein
up
2022.
The Journal of Organic Chemistry,
Год журнала:
2023,
Номер
88(4), С. 2207 - 2213
Опубликована: Фев. 6, 2023
The
central
carbonyl
group
of
diethyl
mesoxalate
(DEMO)
exhibits
high
electrophilicity
that
allows
it
to
be
attacked
by
versatile
nucleophiles.
Even
a
less
nucleophilic
acid
amide
serves
as
nucleophile
produce
N,O-acetal
upon
treatment
with
DEMO
in
the
presence
acetic
anhydride.
When
obtained
was
treated
base,
elimination
generated
N-acylimine
situ.
N-Acylimine
is
also
highly
electrophilic,
allowing
accept
second
addition
an
amine,
resulting
α,α-bis(functionalized)
aminals.
This
protocol
facilitates
modification
two
different
amino
groups
altering
nucleophiles,
production
tetra-functionalized
methane
derivatives
on
demand.
ring
closure
between
moiety
and
achieved
using
structural
features
form
six-membered
ring.
Synthesis,
Год журнала:
2023,
Номер
56(03), С. 496 - 506
Опубликована: Сен. 27, 2023
Abstract
A
photo-induced
intramolecular
electrophilic
aromatic
substitution
(SEAr)
of
N-acyloxyamides
using
FeCl3
in
1,4-dioxane
is
reported
for
the
synthesis
biologically
interesting
benzoxazin-3(4H)-ones.
It
believed
that
irradiation
with
a
blue
LED
facilitates
reaction,
serving
as
source
energy.
The
SEAr
reaction
pathway
ascribed
to
electronic
effects
present
aryl
ring
substrates.
also
applicable
useful
scaffolds
possessing
quinolin-2-one
core,
such
an
anticancer
reagent
and
analogues
brexipiprazole
cilostamide.
