Current Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
27(12), P. 997 - 1009
Published: June 1, 2023
Abstract:
Nitrogen
ring
junction
heterocycles
play
a
crucial
role
in
synthetic
organic
chemistry
due
to
their
remarkable
activity.
The
fused
nitrogen
compounds
are
abundant
nature;
they
have
excellent
biological
activity
and
used
against
various
health
issues.
To
make
selective
products
from
the
heterocycles,
expensive
chemicals
catalysts,
like
transition
metal
complexes
composites,
required.
neglect
drawbacks
of
conventional
synthesis
methods
long
reaction
times,
by-product
formation,
lower
selectivity,
low
yields,
an
alternative
nonconventional
light-mediated
techniques
can
be
opted
for.
light
source
uses
radical
mechanism
that
reduces
provides
regio-selective
product,
increases
yield,
decreases
time,
is
cost-effective,
does
not
require
special
catalysts
or
chemicals.
There
variety
sources,
viz.,
UV,
visible,
IR,
laser,
X-ray.
visible
light,
white,
green,
blue
LED
sources
widely
photochemical
method.
This
review
emphasizes
nitrogen-ring
heterocyclic
compounds.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(12), P. 8896 - 8905
Published: June 10, 2024
Endocyclic
1-azaallyl
anions
engage
allyl
acetates
in
a
palladium-catalyzed
allylation
followed
by
reduction
to
give
unprotected
2-(hetero)aryl-3-allylpiperidines
and
2-allyl-3-arylmorpholines,
products
not
easily
accessible
other
means.
The
group
is
then
readily
transformed
into
variety
of
functional
groups.
Preliminary
studies
on
the
asymmetric
variant
reaction
using
an
enantiomerically
pure
BI-DIME-type
ligand
provide
product
with
moderate
enantioselectivity.
Computational
suggest
that
energy
barriers
inner-sphere
reductive
elimination
outer-sphere
nucleophilic
substitution
are
almost
same,
which
makes
both
them
possible
pathways.
In
addition,
mechanism
displays
enantiodiscriminating
C–C
bond
forming
step,
while
much
less
selective,
combined
Advanced Synthesis & Catalysis,
Journal Year:
2022,
Volume and Issue:
364(13), P. 2205 - 2210
Published: May 20, 2022
Abstract
A
synthetic
method
of
o
‐sulfanylanilines
from
cyclohexanones,
amines,
and
thiophenols
under
transition‐metal‐free
conditions
is
disclosed.
This
the
first
report
on
direct
thioamination
cyclohexanones
via
N
‐iodosuccinimide
(NIS)
promoted
oxidative
dehydroaromatization.
Non‐aromatic
were
smoothly
dehydrogenated,
acted
as
an
aryl
source
using
oxygen
a
green
oxidant.
The
capacity
resultant
for
synthesis
‐arylphenothiazines
has
been
further
demonstrated.
magnified
image
Nature Communications,
Journal Year:
2024,
Volume and Issue:
15(1)
Published: May 21, 2024
Abstract
The
dehydrogenation
adjacent
to
an
electron-withdrawing
group
provides
efficient
access
α
,
β
-unsaturated
compounds
that
serving
as
versatile
synthons
in
organic
chemistry.
However,
the
-desaturation
of
aliphatic
imines
has
hitherto
proven
be
challenging
due
easy
hydrolysis
and
preferential
dimerization.
Herein,
by
employing
a
pre-fluorination
palladium-catalyzed
reaction
sequence,
abundant
simple
amides
are
amendable
rapid
construction
complex
molecular
architectures
produce
imines.
Mechanistic
investigations
reveal
Pd(0)/Pd(II)
catalytic
cycle
involving
oxidative
H–F
elimination
N
-fluoroamide
followed
smooth
in-situ
generated
imine
intermediate.
This
protocol
exhibits
excellent
functional
tolerance,
even
carbonyl
groups
compatible
without
any
competing
dehydrogenation,
allowing
for
late-stage
functionalization
bioactive
molecules.
synthetic
utility
this
transformation
been
further
demonstrated
diversity-oriented
derivatization
concise
formal
synthesis
(±)-alloyohimbane.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 10, 2024
Herein,
we
have
demonstrated
the
design
and
synthesis
of
a
novel
Ni-immobilized
MOF
as
heterogeneous
catalyst
for
dehydrogenation
N-heterocycles.
A
series
five
six-membered
N-heteroarenes
bearing
one
or
more
heteroatoms
were
synthesized
in
up
to
98
%
yield
(>33
examples).
Late
stage
functionalization
β-glucuronides
inhibitor,
antimalarial
drug
quinine,
nonsteroidal
anti-inflammatory
(NSAID)
indomethacin
obtained
under
milder
reactions
conditions.
mechanistic
studies
revealed
detection
H
Current Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
27(12), P. 997 - 1009
Published: June 1, 2023
Abstract:
Nitrogen
ring
junction
heterocycles
play
a
crucial
role
in
synthetic
organic
chemistry
due
to
their
remarkable
activity.
The
fused
nitrogen
compounds
are
abundant
nature;
they
have
excellent
biological
activity
and
used
against
various
health
issues.
To
make
selective
products
from
the
heterocycles,
expensive
chemicals
catalysts,
like
transition
metal
complexes
composites,
required.
neglect
drawbacks
of
conventional
synthesis
methods
long
reaction
times,
by-product
formation,
lower
selectivity,
low
yields,
an
alternative
nonconventional
light-mediated
techniques
can
be
opted
for.
light
source
uses
radical
mechanism
that
reduces
provides
regio-selective
product,
increases
yield,
decreases
time,
is
cost-effective,
does
not
require
special
catalysts
or
chemicals.
There
variety
sources,
viz.,
UV,
visible,
IR,
laser,
X-ray.
visible
light,
white,
green,
blue
LED
sources
widely
photochemical
method.
This
review
emphasizes
nitrogen-ring
heterocyclic
compounds.