Current Organocatalysis,
Journal Year:
2023,
Volume and Issue:
11(1), P. 33 - 43
Published: July 27, 2023
Abstract:
We
easily
synthesized
two
ionic
liquids,
[BMIM][OH]
and
[BPy][OH],
with
high
yield.
found
that
hydrotalcite
clay,
mediated
by
these
is
a
highly
effective
catalyst
for
synthesizing
biologically
active
1,2-dihydroquinazoline
derivatives.
Using
simple
reaction
protocol
easy
product
isolation
steps,
we
successfully
18
different
derivatives
were
able
to
recycle
the
catalysts
up
8
times.
Overall,
use
of
[BPy][OH]
provide
more
efficient
environmentally
friendly
method
quinazolines
compared
traditional
methods
often
require
harsh
conditions
toxic
reagents.
Background:
1,2-Dihydroquinazolines
are
an
important
class
heterocyclic
compounds
diverse
biological
activities,
including
anticancer,
antifungal,
antibacterial
properties.
They
also
exhibit
other
pharmacological
activities
such
as
antihypertensive,
anti-inflammatory,
antiviral
effects.
The
synthesis
1,2-dihydroquinazolines
dates
early
20th
century
when
they
first
Pictet
Huber
in
1911
condensation
anthranilic
acid
aldehydes
or
ketones
presence
strong
acids.
Since
then,
numerous
have
been
developed
their
synthesis,
cyclization
o-aminobenzamides,
o-aminoaryl
ketones,
Lewis
acids
transition
metals.
In
recent
years,
development
new
synthetic
selective
has
great
interest
chemists,
particularly
pharmaceutical
industry.
These
include
microwave
irradiation,
ultrasound,
liquids
green
solvents.
:
area
research,
continue
be
improve
properties
various
applications.
Methods:
yields.
Results:
our
results
insights
into
sustainable
1,
2-dihydroquinazolines.
Conclusion:
summary,
studies
demonstrated
liquid
clay
catalytic
system
could
used
2-dihydroquinazolines
using
aromatic
carbonyl
compounds,
amino
benzophenone
derivatives,
aldehydes.
electron-donating
substituents
phenyl
group
provided
higher
yields
than
electron-withdrawing
groups,
para
position
aldehyde
had
significant
effect
ortho
meta
position.
Our
was
recyclable
eight
runs
without
loss
activity.
RSC Advances,
Journal Year:
2025,
Volume and Issue:
15(4), P. 2334 - 2346
Published: Jan. 1, 2025
Benzo-fused
γ-lactams
are
fundamental
in
medicinal
chemistry,
acting
as
essential
elements
for
various
therapeutic
agents
due
to
their
structural
adaptability
and
capability
enhance
biological
activity.
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(10), P. 2142 - 2164
Published: Jan. 17, 2024
Abstract
N‐Heterocyclic
compounds,
in
particular,
quinolines
and
quinazolines
are
frequently
used
medicinal
chemistry.
Therefore,
the
direct
clean
synthesis
of
these
valuable
scaffolds
has
been
a
great
interest
for
many
years.
2‐Aminobenzyl
alcohols
as
an
alternative
reactant
instead
unstable
expensive
2‐aminobenzaldehydes
can
be
construction
N‐fused
heterocycles
including
quinolines,
quinazolines,
oxazines,
thiazines,
selenazines,
imidazoles,
diazepines,
etc.
In
this
review
article,
we
have
discussed
recent
developments
use
2‐aminobenzyl
diverse
heterocycles.
ChemistryOpen,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 28, 2025
Abstract
Quinazolines/quinazolin‐4‐ones
are
significant
nitrogen‐containing
heterocycles
that
exist
in
various
natural
products
and
synthetic
scaffolds
with
diverse
medicinal
pharmacological
applications.
Researchers
across
the
globe
have
explored
numerous
strategies
to
develop
safer
more
potent
quinazoline/quinazolinone
analogues,
particularly
for
combating
cancer
microbial
infections.
This
review
systematically
examines
scholarly
efforts
toward
understanding
this
scaffold's
pathways
relevance,
emphasizing
role
of
metal
non‐metal
catalysts
other
reagents
their
synthesis.
Additionally,
article
discusses
selected
compounds’
anticancer
antimicrobial
properties,
a
brief
look
into
structure‐activity
relationships.
ChemistrySelect,
Journal Year:
2024,
Volume and Issue:
9(11)
Published: March 12, 2024
Abstract
Herein
we
report
an
atom‐economical,
transition
metal‐free
method
for
synthesizing
2‐aryl
quinazolinones
through
a
cascade
annulation
of
2‐amino
benzamide
and
benzyl
alcohol.
The
reaction
proceeds
via
KO
t
Bu‐mediated
acceptorless
alcohol
dehydrogenation
pathways.
procedure
tolerates
wide
variety
functional
groups
provides
convenient
the
synthesis
quinazolinones.
Mechanistic
insights
by
experiments
DFT
calculations
lead
to
unveil
mechanism.
Beilstein Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
20, P. 675 - 683
Published: March 28, 2024
2-Chloro-4-sulfonylquinazolines
undergo
functional
group
swap
when
treated
with
an
azide
nucleophile:
1)
the
replaces
sulfonyl
at
C4
position;
2)
intrinsic
azide–tetrazole
tautomeric
equilibrium
directs
nucleofugal
sulfinate
from
first
step
to
replace
chloride
C2
position.
This
transformation
is
effective
quinazolines
bearing
electron-rich
substituents.
Therefore,
title
transformations
are
demonstrated
on
6,7-dimethoxyquinazoline
core,
which
present
in
pharmaceutically
active
substances.
The
methodology
application
showcased
by
transforming
obtained
4-azido-6,7-dimethoxy-2-sulfonylquinazolines
into
α
1
-adrenoceptor
blockers
terazosin
and
prazosin
further
C2-selective
S
N
Ar
reaction
reduction.
Reactions,
Journal Year:
2023,
Volume and Issue:
4(4), P. 779 - 800
Published: Dec. 2, 2023
One-pot
reactions
offer
advantages
like
easy
automation,
higher
product
yields,
minimal
waste
generation,
operational
simplicity,
and
thus
reduced
cost,
time
energy.
This
review
presents
a
comprehensive
overview
of
one-pot
including
triethyl
orthoformate
amines
as
valuable
efficient
reagents
for
carrying
out
two-,
three-
or
four-component
organic
reactions.
