Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(42), С. 8482 - 8487
Опубликована: Янв. 1, 2023
A
cyanoalkyl-hydroxylation
reaction
of
aryl
alkenes
has
been
successfully
devised,
employing
ferrocene
as
a
catalyst
for
the
addition
cycloketone
oxime
ester
and
H2O
across
double
bond
alkene.
This
environmentally
friendly
approach
employs
solvent
mixture
consisting
water
demonstrates
redox
neutrality,
along
with
exceptional
regio-
chemoselectivity,
leading
to
formation
diverse
distal
hydroxy-nitrile
compounds.
Moreover,
this
research
presents
noteworthy
contributions
in
terms
late-stage
functionalization
complex
molecules
offers
valuable
insights
into
mechanistic
aspects
reaction.
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.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(62)
Опубликована: Авг. 10, 2024
The
difunctionalization
of
alkenes
represents
a
powerful
tool
to
incorporate
two
functional
groups
into
the
alkene
bones
for
increasing
molecular
complexity
and
has
been
widely
utilizations
in
chemical
synthesis.
Upon
catalysis
green,
sustainable,
mild
photo-/electrochemistry
technologies,
much
attentions
have
attracted
development
new
tactics
transformations
important
alkane
feedstocks
driven
by
C-H
radical
functionalization.
Herein,
we
summarize
recent
advances
photo-/electrocatalytic
enabled
We
detailedly
discuss
substrate
scope
mechanisms
reactions
selecting
impressive
synthetic
examples,
which
are
divided
four
sections
based
on
final
terminated
step,
including
oxidative
radical-polar
crossover
coupling,
reductive
radical-radical
transition-metal-catalyzed
coupling.
Advanced Synthesis & Catalysis,
Год журнала:
2024,
Номер
366(9), С. 2056 - 2062
Опубликована: Фев. 29, 2024
Abstract
We
described
a
base‐promoted
O
‐arylation
of
N3‐hydroxyl
quinazolinones
with
diaryliodonium
salts
and
sequential
BF
3
⋅
OEt
2
visible
light‐controlled
[3,3]‐
or
[1,3]‐rearrangements
quinazolinone
N−O
aryl
moieties
to
prepare
variety
2‐(quinazolin‐4‐yloxy)phenols
atropisomeric
3‐(2‐hydroxyphenyl)quinazolin‐4‐ones
in
44%‐75%
yields
28%‐70%
yields,
respectively.
Mechanistic
studies
showed
that
HBF
4
generated
situ
from
Et
water
served
as
the
catalyst
this
process
aryloxyquinazolinium
are
vital
intermediates
promoting
[1,3]‐rearrangements.
The
were
found
undergo
solely
[3,3]‐rearrangement
heating
whereas
[1,3]‐rearrangement
occurred
via
radical
under
irradiation
light.
This
method
highlights
formation
based
on
use
light
prompt
generating
quinazolinones.
Chemical Communications,
Год журнала:
2025,
Номер
unknown
Опубликована: Янв. 1, 2025
A
silver-catalyzed
cross
coupling
of
cyclic
aldimines
and
α-imino-oxy
acids
has
been
developed.
The
solvent-dependent
reaction
could
selectively
deliver
either
imine
moiety
retained
nitriles
or
ring-opened
oxonitriles
in
moderate
yields.
Angewandte Chemie International Edition,
Год журнала:
2024,
Номер
unknown
Опубликована: Окт. 9, 2024
Abstract
Starting
from
N
‐acyl
sulfonimidamides,
mechanochemically
generated
rhodium
nitrenoids
undergo
intramolecular
N−O
couplings
to
provide
unprecedented
1,3,2,4‐oxathiadiazole
3‐oxides
in
good
excellent
yields.
The
cyclization
proceeds
efficiently
with
a
catalyst
loading
of
only
0.5
mol
%
the
presence
phenyliodine(III)
diacetate
(PIDA)
as
oxidant.
Neither
an
inert
atmosphere
nor
additional
heating
is
required
this
solvent‐free
procedure.
Under
heat
or
blue
light,
newly
formed
five‐membered
heterocycles
function
nitrene
precursors
reacting
sulfoxides
exemplified
by
imidation
dimethyl
sulfoxide.
Organic & Biomolecular Chemistry,
Год журнала:
2023,
Номер
21(38), С. 7758 - 7766
Опубликована: Янв. 1, 2023
The
intermolecular
oxime
radical
addition
to
CC
bonds
was
observed
and
studied
for
the
first
time.
diacetyliminoxyl
proposed
as
a
model
reagent
study
of
reactivity
towards
unsaturated
substrates,
which
is
important
in
light
active
development
synthetic
applications
radicals.
In
present
work
it
found
that
reacts
with
vinylarenes
conjugated
dienes
give
products,
whereas
unconjugated
alkenes
can
undergo
or
allylic
hydrogen
substitution
by
depending
on
substrate
structure.
Remarkably,
substituted
high
yields
C-O
coupling
products
despite
significant
steric
hindrance,
unsubstituted
lower
products.
atypical
yield
dependence
alkene
structure
explained
discovered
ability
attack
formation
C-N
bond
instead
giving
side
This
process
not
expected
sterically
hindered
due
availability
N-atom
than
O-atom.