Frontiers in Chemistry,
Journal Year:
2023,
Volume and Issue:
11
Published: March 16, 2023
Quinazolines
are
a
class
of
nitrogen-containing
heterocyclic
compounds
with
broad-spectrum
pharmacological
activities.
Transition-metal-catalyzed
reactions
have
emerged
as
reliable
and
indispensable
tools
for
the
synthesis
pharmaceuticals.
These
provide
new
entries
into
pharmaceutical
ingredients
continuously
increasing
complexity,
catalysis
these
metals
has
streamlined
several
marketed
drugs.
The
last
few
decades
witnessed
tremendous
outburst
transition-metal-catalyzed
construction
quinazoline
scaffolds.
In
this
review,
progress
achieved
in
quinazolines
under
transition
metal-catalyzed
conditions
summarized
reports
from
2010
to
date
covered.
This
is
presented
along
mechanistic
insights
each
representative
methodology.
advantages,
limitations,
future
perspectives
through
such
also
discussed.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
unknown
Published: July 29, 2024
Abstract
The
acceptorless
dehydrogenation
reaction
is
a
sustainable
and
atom‐economical
methodology
in
organic
synthesis,
resulting
the
byproducts
of
only
hydrogen
or
water.
Herein,
robust
Co−Si/CN
catalyst
(derived
from
ZIF@SiO
2
composite)
has
been
synthesized
through
one‐step
assembly
process
via
pyrolysis
etching.
This
employed
for
dehydrogenative
coupling
2‐aminoalcohols
with
secondary
alcohols,
enabling
efficient
conversion
various
substrates
into
desired
quinoline
pyridine
derivatives
yield
up
to
94
%.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(22), P. 4162 - 4167
Published: May 31, 2023
We
report
a
selective
and
sustainable
synthesis
of
substituted
pyrazoles
via
an
eco-friendly
acceptorless
dehydrogenative
annulation
(ADA)
greener
alcohols,
malononitrile,
various
aromatic
hydrazides
by
newly
synthesized
binuclear
Ru(II)
p-cymene
complexes.
A
discrete
set
complexes
are
fabricated
structurally
characterized
analytical,
spectral,
single-crystal
X-ray
diffraction
methods.
Further,
the
catalytic
effectiveness
is
explored
for
construction
5-amino-4-cyano-N-aroylpyrazoles
(34
examples)
under
mild
conditions
produces
H2O/H2
as
only
byproduct.
sequence
polysubstituted
has
been
constructed
in
62-95%
yield
using
1
mol
%
catalyst
loading.
Probable
intermediates
detected
reaction
have
isolated
confirmed
nuclear
magnetic
resonance
electrospray
ionization
mass
spectrometry
studies.
Expediently,
therapeutically
significant
gout
medicine
"allopurinol"
analogue
derived
successfully
from
5-amino-4-cyano-N-aroylpyrazoles.
Organometallics,
Journal Year:
2024,
Volume and Issue:
43(10), P. 1190 - 1202
Published: May 10, 2024
Dinuclear
Ru(II)
complexes
[(p-cymene)2(RuCl)2L1]2X
(X
=
BF4
(Ru1);
X
PF6
(Ru2))
and
mononuclear
[(p-cymene)(RuCl)L2]BF4
(Ru3)
(where
L1
N,N′-(3,3′,5,5′-tetraisopropyl-[1,1′-biphenyl]-4,4′-diyl)bis(1-(pyridin-2-yl)methanimine);
L2
N-(2,6-diisopropyl-phenyl)-1-(pyridin-2-yl)-methanimine)
have
been
synthesized
characterized
by
spectroscopic
analytical
techniques.
Ru1
Ru2
orchestrate
direct
transformation
of
2-nitrobenzyl
alcohols
to
quinolines
under
mild
conditions
with
significant
efficiency
even
when
employed
at
a
minimal
catalyst
loading
0.1
mol
%.
Proportional
experiments
carried
out
the
corresponding
complex
Ru3
keeping
Ru
content
same
(0.2
%
Ru3)
reveal
superior
activity
bimetallic
system
for
one-pot
quinoline
synthesis.
Late-stage
functionalization
bioactive
steroids
scale-up
synthesis
demonstrate
practical
applicability
present
system.
A
probable
mechanism
this
conversion
is
proposed
based
on
trapping
many
intermediates
ESI-mass
spectroscopy.
These
mechanistic
studies
further
substantiated
ReactIR
monitoring
progress
reaction
in
real
time.
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.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
30(47)
Published: June 20, 2024
An
air-stable,
inexpensive,
and
isolable
cobalt(II)
complex
(C1)
of
N-((1-methyl-1H-imidazol-2-yl)methyl)-2-(phenylselanyl)ethan
amine
(L1)
was
synthesized
characterized.
The
used
to
catalyze
a
one-pot
cascade
reaction
between
2-(2-aminophenyl)ethanols
benzyl
alcohol
derivatives.
Interestingly,
2-aryl-3-formylindole
derivatives
were
formed
instead
N-alkylated
or
C-3
alkylated
indoles.
A
broad
substrate
scope
can
be
activated
using
this
protocol
with
only
5.0
mol
%
catalyst
loading
achieve
up
87
yield
mechanistic
studies
suggested
that
the
proceeds
through
tandem
imine
formation
followed
by
cyclization.
ChemistrySelect,
Journal Year:
2024,
Volume and Issue:
9(32)
Published: Aug. 22, 2024
Abstract
Cross‐coupling
of
nitriles
and
alcohols
offers
an
environmentally
friendly
atom‐economical
method
for
the
synthesis
various
valuable
compounds.
These
compounds
include
α
‐alkylated
‐olefinated
nitriles,
primary
amines,
imines,
N
‐alkylation
amides,
‐heterocycles,
δ
‐hydroxynitriles,
olefins,
etc
.
Herein,
we
have
reviewed
recent
developments
(from
2013–date)
transition‐metal‐catalyzed
cross‐coupling
alcohols.
A
number
transition
metal
complexes
such
as
noble
metals
Ru
Ir,
well
base
Mn,
Fe,
Co,
Ni
are
presented.
Moreover,
different
product
types,
reaction
conditions
mechanisms
discussed
to
understand
catalyst
development.
