Angewandte Chemie,
Год журнала:
2023,
Номер
135(40)
Опубликована: Авг. 16, 2023
Abstract
Axially
chiral
N
‐substituted
quinazolinones
are
important
bioactive
molecules,
which
presented
in
many
synthetic
drugs.
However,
most
strategies
toward
their
atroposelective
synthesis
mainly
limited
to
the
axially
arylquinazolinone
frameworks.
The
development
of
modular
methods
access
diverse
quinazolinone‐based
atropisomers
remains
scarce
and
challenging.
Herein,
we
report
regio‐
‐vinylquinazolinones
via
strategy
asymmetric
allylic
substitution‐isomerization.
catalysis
system
utilized
both
transition‐metal
organocatalysis
efficiently
afford
trisubstituted
tetrasubstituted
‐vinylquinazolinone
atropisomers,
respectively.
With
meticulous
design
β‐substituted
substrates,
Z
‐
E
‐tetrasubstituted
were
obtained
good
yields
high
enantioselectivities.
Organic & Biomolecular Chemistry,
Год журнала:
2022,
Номер
20(45), С. 8893 - 8897
Опубликована: Янв. 1, 2022
A
new
iodine(III)-mediated
oxidative
dearomatization
of
2H-indazoles
has
been
developed
to
afford
N-1
indazolyl
indazolones.
In
this
methodology,
PIFA
plays
a
dual
role:
as
an
oxidant
and
carbonyl
oxygen
source.
series
indazolone
derivatives
was
promptly
synthesized
in
good
excellent
yields
through
sequential
C-heteroatom
bond
formation.
Mechanistic
studies
indicate
that
the
reaction
likely
takes
place
SET
pathway.
Synthesis,
Год журнала:
2024,
Номер
56(17), С. 2627 - 2637
Опубликована: Апрель 2, 2024
Abstract
Pnictogens,
classified
within
group
15
elements,
play
a
pivotal
role
in
the
constitution
of
diverse
array
drug
molecules,
natural
products,
and
functional
materials.
Recent
research
has
increasingly
prioritized
exploration
mild
conditions
for
synthesizing
C–Pnictogen
(C–N
C–P)
bonds,
highlighting
growing
emphasis
on
efficient
sustainable
synthetic
methodologies.
This
Short
Review
explores
fundamental
mechanisms,
addresses
constraints,
assesses
methodologies,
underscoring
potential
photocatalyst-
transition-metal-free
photochemical
reactions
advancing
sustainability.
Divided
into
two
segments,
it
encompasses
recent
advancements
facilitating
C–N
C–P
bond
formation.
1
Introduction
2
Carbon–Nitrogen
(C–N)
Bond
Formation
3
Carbon–Phosphorus
(C–P)
4
Summary
Outlook
Molecules,
Год журнала:
2024,
Номер
29(9), С. 1986 - 1986
Опубликована: Апрель 26, 2024
Microwave-assisted
organic
synthesis
(MAOS)
has
emerged
as
a
transformative
technique
in
chemistry,
significantly
enhancing
the
speed,
efficiency,
and
selectivity
of
chemical
reactions.
In
our
research,
we
have
employed
microwave
irradiation
to
expedite
quinazolinones,
using
water
an
eco-friendly
solvent
thereby
adhering
principles
green
chemistry.
Notably,
purification
product
was
achieved
without
need
for
column
chromatography,
thus
streamlining
process.
A
key
innovation
approach
is
aldehyde
bisulfite
adducts
(Bertagnini's
salts)
solid
surrogates
aldehydes.
Bertagnini's
salts
offer
several
advantages
over
free
aldehydes,
including
enhanced
stability,
easier
purification,
improved
reactivity.
Green
metrics
Eco-Scale
score
calculations
confirmed
sustainability
this
approach,
indicating
reduction
waste
generation
outcomes.
This
methodology
facilitates
diverse
array
compounds,
offering
substantial
contributions
field,
with
potential
widespread
applications
pharmaceutical
research
beyond.
Organic & Biomolecular Chemistry,
Год журнала:
2024,
Номер
22(27), С. 5540 - 5545
Опубликована: Янв. 1, 2024
An
eosin
Y/Pd
II
dual
catalytic
highly
regio-
and
chemoselective
C(sp
2
)–H
monoarylation
of
N–H
unprotected
2-phenyl
quinazolinones
with
diazonium
salts
under
visible
light
irradiation
is
disclosed.
Chemistry - A European Journal,
Год журнала:
2024,
Номер
30(67)
Опубликована: Авг. 13, 2024
Abstract
Using
organic
dyes
as
photocatalysts
is
an
innovative
approach
to
photocatalytic
transformations.
These
offer
advantages
such
widespread
availability,
adaptable
absorption
properties,
and
diverse
chemical
structures.
Recent
progress
has
led
the
development
of
that
can
utilize
visible
light
modify
chemically
inert
C−H
bonds.
catalysts
are
sustainable,
selective,
versatile,
enabling
mild
reactions,
late‐stage
functionalization,
various
transformations
in
line
with
green
chemistry
principles.
As
photoredox
chemistry,
they
contribute
efficient
environmentally
friendly
synthetic
pathways.
Acridinium‐based
have
proved
valuable
transformative
reactions
under
conditions.
This
review
emphasizes
their
features,
frameworks,
applications
modifying
complex
molecules.
It
provides
overview
recent
advancements
use
acridinium‐based
for
bond
functionalization
without
need
transition
metals,
showcasing
potential
expedite
new
molecules
igniting
excitement
about
prospects
this
research
field.
Angewandte Chemie,
Год журнала:
2023,
Номер
135(40)
Опубликована: Авг. 16, 2023
Abstract
Axially
chiral
N
‐substituted
quinazolinones
are
important
bioactive
molecules,
which
presented
in
many
synthetic
drugs.
However,
most
strategies
toward
their
atroposelective
synthesis
mainly
limited
to
the
axially
arylquinazolinone
frameworks.
The
development
of
modular
methods
access
diverse
quinazolinone‐based
atropisomers
remains
scarce
and
challenging.
Herein,
we
report
regio‐
‐vinylquinazolinones
via
strategy
asymmetric
allylic
substitution‐isomerization.
catalysis
system
utilized
both
transition‐metal
organocatalysis
efficiently
afford
trisubstituted
tetrasubstituted
‐vinylquinazolinone
atropisomers,
respectively.
With
meticulous
design
β‐substituted
substrates,
Z
‐
E
‐tetrasubstituted
were
obtained
good
yields
high
enantioselectivities.
