Chemical Communications,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Jan. 1, 2024
The
synthesis
of
N-heterocycles
has
received
extensive
attention
from
scientists
considering
their
important
role
in
organic
synthesis,
pharmaceuticals,
and
materials
chemistry.
α-Amino
acids
(α-AAs),
both
natural
non-natural,
are
structurally
diverse,
containing
basic
amino
groups,
acidic
carboxyl
various
side-chain
R
groups
a
single
molecule.
Given
structural
properties
wide
range
sources,
they
have
undoubtedly
become
suitable
synthetic
building
blocks
for
synthesis.
However,
conventional
transformations
(AAs)
focus
on
the
independently.
Conversions
these
two
prominent
functional
generally
do
not
affect
alpha
positions
branched
chains.
Over
past
decade,
with
application
iodine
(I
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(13), P. 2898 - 2918
Published: May 18, 2024
Abstract
Converting
any
desired
C−H
bond
to
the
intended
C−Z
in
a
given
organic
molecule
could
be
final
peak
of
functionalization
methodology.
Among
three
types
bonds,
ubiquitous
C(
sp
3
)−H
has
gained
particular
attention,
especially
last
two
decades.
There
are
different
ways
transform
bonds
into
bonds.
The
use
chlorine
radicals
is
one
these
methods
with
promising
future.
literature
review
shows
that
sources
have
been
used
for
chlorine,
including
chloride
ions
(HCl
or
salts),
coordinated
chlorides
(transition
metal
complexes),
and
(organochlorine
compounds).
However,
HCl
FeCl
most
attention
among
sources.
major
convert
from
radicals:
1)
oxidation
hydrogen
salts,
2)
photolysis
chloride,
3)
transition
insertion
C−Cl
This
summarizes
published
research
papers
on
functionalization.
Therefore,
chlorination
reactions
which
do
not
play
direct
role
cleavage
within
scope
this
review.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 15, 2025
A
novel
metal-
and
azide-free
methodology
for
the
synthesis
of
trifluoromethylated
1,2,3-triazoles
from
arylamines
with
a
new
3-bromo-1,1,1-trifluoropropan-2-one
derived
tosylhydrazone
has
been
developed
under
mild
reaction
conditions.
The
α-bromo-trifluoromethylated
reagent
was
operationally
safe
bench-stable
low-cost
readily
commercially
available
starting
materials
in
iodine-promoted
aerobic
oxidative
cycloaddition
arylamines,
affording
variety
good
to
excellent
yields.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 10, 2025
An
efficient
and
attractive
method
for
the
synthesis
of
valuable
benzofuran-3(2H)-one
derivatives
bearing
a
quaternary
center
in
one
step
by
employing
dimethyl
sulfoxide
(DMSO)
as
dual
synthon
under
metal-free
conditions
has
been
developed.
In
this
reaction,
DMSO
activated
cyanuric
chloride
(TCT)
provides
two
different
units
(CH3
SMe)
target
molecules,
construction
carbon
benzofuran-3(2H)-ones
can
be
controlled
addition
water.
Furthermore,
functional
group
compatibility
synthetic
value
were
demonstrated
scope
evaluation
gram-scale
experiments.
The
mechanistic
studies
show
that
reaction
may
proceed
via
radical
process.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 1, 2025
An
iodine-catalyzed
aerobic
oxidation
reaction
of
C(sp3)-H
bonds
was
established
at
room
temperature.
In
this
transformation,
iodine
acts
as
a
Lewis
acid
catalyst,
and
the
pyridine
moiety
in
substrate
plays
crucial
role.
Under
optimum
conditions,
picolyl
ketone
substrates
were
smoothly
transformed
into
corresponding
1,2-dicarbonyl
compounds,
subsequent
introduction
1,2-diaminobenzenes
mixture
led
to
formation
various
quinoxaline
derivatives.
This
synthetic
process
does
not
use
transition
metals
also
features
mild
operational
simplicity,
gram-scale
synthesis.
Asian Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 20, 2025
Abstract
A
metal‐free,
iodine‐mediated
protocol
has
been
developed
to
synthesize
indazoloquinoxaline
derivatives
from
readily
accessible
substrates
such
as
2‐(2
H
‐indazol‐2‐yl)anilines
and
aryl
methyl
ketones.
This
operationally
simple,
one‐pot
reaction
proceeds
through
iodine/DMSO‐mediated
C(sp
3
)‐H
oxidation
of
ketones,
followed
by
imine
formation
annulation
furnish
the
desired
products.
wide
range
including
drug‐derived
substrates,
were
compatible
in
present
reaction.
Further,
is
scalable,
demonstrating
its
applicability
on
a
larger
scale.
Chemical Communications,
Journal Year:
2024,
Volume and Issue:
60(56), P. 7180 - 7183
Published: Jan. 1, 2024
A
novel
process
using
N
-benzylhydroxylamine
hydrochloride
as
a
“C1N1
synthon”
in
[2+2+1]
cyclization
for
the
construction
of
1,2,5-trisubstituted
imidazoles
has
been
described
first
time.
Nature Communications,
Journal Year:
2024,
Volume and Issue:
15(1)
Published: Dec. 30, 2024
Skeleton
editing
for
heteroarenes,
especially
pyrazoles,
is
challenging
and
remains
scarce
because
these
non-strained
aromatics
exhibit
inert
reactivities,
making
them
relatively
inactive
performing
a
dearomatization/cleavage
sequence.
Here,
we
disclose
cycloaddition-induced
scaffold
hopping
of
5-hydroxypyrazoles
to
access
the
pyrazolopyridopyridazin-6-one
skeleton
through
single-operation
protocol.
By
converting
five-membered
aza-arene
into
five-unit
spine
6/6
fused-bicyclic,
this
work
unlocks
ring-opening
reactivity
pyrazole
core
that
involves
formal
C
=
N
bond
cleavage
while
retaining
highly
reactive
N-N
in
resulting
product.
A
[4
+
2]
cycloaddition
temporarily
dearomatized
5-hydroxypyrrole
with
an
situ
generated
aza-1,3-diene,
followed
by
oxidative
C-N
cleavage,
constitutes
domino
pathway.
library
pyrazolopyridopyridazin-6-ones,
which
are
medicinally
relevant
nitrogen-atom-rich
tricyclics,
obtained
efficiently
from
readily
available
materials.
