Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Oct. 22, 2024
Abstract
Organic
synthesis
has
historically
relied
on
solution‐phase,
polar
transformations
to
forge
new
bonds.
However,
this
paradigm
is
evolving,
propelled
by
the
rapid
evolution
of
radical
chemistry.
Additionally,
organic
witnessing
a
simultaneous
resurgence
in
mechanochemistry,
formation
bonds
solid‐state,
further
contributing
shift
status
quo.
The
aforementioned
advances
chemistry
have
predominantly
occurred
solution
phase,
while
majority
mechanochemical
feature
transformations.
Herein,
we
discuss
rapidly
advancing
area
synthesis:
reactions.
Solid‐state
reactions
offer
improved
green
metrics,
better
reaction
outcomes,
and
access
intermediates
products
that
are
difficult
or
impossible
reach
solution.
This
review
explores
these
context
small
molecule
synthesis,
from
early
findings
current
state‐of‐the‐art,
underscoring
pivotal
role
solid‐state
likely
play
sustainable
chemical
synthesis.
Molecules,
Journal Year:
2025,
Volume and Issue:
30(5), P. 1060 - 1060
Published: Feb. 26, 2025
An
efficient
and
air-tolerant
Ni-catalyzed
denitrogenative
cross-electrophile
coupling
of
benzotriazinones
with
benzyl
chlorides
has
been
developed
via
liquid-assisted
grinding
by
using
Mn
powders
as
reductant
DMF
assisting
liquid
in
the
presence
anhydrous
calcium
chloride.
Scope
limitations
protocol
to
access
diarylmethanes
have
demonstrated
more
than
20
examples,
showing
acceptable
tolerance
functional
group
steric
hindrance.
Although
electron-withdrawing
substituents
on
benzotriazinone
or
counterparts
decrease
yields
significantly,
a
series
N-alkyl-2-benzylbenzamides,
bearing
an
ortho-carbamoyl
aryl
group,
could
be
obtained
modest
good
yields.
Chemistry - A European Journal,
Journal Year:
2024,
Volume and Issue:
30(47)
Published: June 18, 2024
Mechanochemical
reactions,
achieved
through
milling,
grinding,
or
other
mechanical
actions,
have
emerged
as
a
solvent-free
alternative
to
traditional
solution-based
chemistry.
Mechanochemistry
not
only
provides
the
opportunity
eliminate
bulk
solvent
use,
reducing
waste
generation,
but
also
unveils
new
reaction
strategy
which
enables
realization
of
reactions
previously
inaccessible
in
solution.
While
majority
organic
facilitated
by
force
traditionally
follow
two-electron
transfer
pathways
similar
their
counterparts,
field
mechanochemically
induced
single-electron
(SET)
has
witnessed
rapid
development.
This
review
outlines
examples
mechanochemical
SET
process,
focusing
on
reagents
that
initiate
SET,
thereby
positioning
mechanochemistry
burgeoning
within
realm
Advanced Synthesis & Catalysis,
Journal Year:
2024,
Volume and Issue:
366(11), P. 2623 - 2628
Published: April 20, 2024
Abstract
A
palladium
catalyst
system
based
on
PdCl
2
(PPh
3
)
or
(dppf)
is
reported
for
Suzuki‐type
coupling
of
both
N
‐aryl
and
alkyl
benzotriazinones
with
aryl/alkenyl
boronic
acids
to
afford
a
series
ortho
‐aryl/alkenyl
benzamides
in
yields
up
99%,
showing
improvements
catalytic
efficiency,
substrate
scope
practicality.
Scope
limitations
the
improved
protocol
have
been
demonstrated
more
than
40
examples,
including
multigram‐scale
synthesis
activated
o
‐biphenyl
amide.
Large
electronic
steric
effects
from
acid
counterpart
observed,
implying
transmetallation
boron
should
be
involved
rate‐determining
step
cycle.
Current Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
28(12), P. 905 - 913
Published: May 6, 2024
Abstract:
Recently,
the
concept
of
mechanoredox
chemistry
has
been
proposed
and
welldeveloped
in
organic
synthesis.
Mechanoredox
is
conceptually
similar
to
a
photocatalyst
reaction
system,
where
piezoelectric
materials
are
introduced
system
manner
analogous
photoredox
catalysis.
These
reactions
feature
ability
generate
high-value
radicals
that
do
not
require
harsh
conditions
anhydrous
anaerobic
conditions,
an
expensive
photocatalyst,
use
solvents,
which
renders
these
transformations
highly
industrially
applicable.
In
addition,
also
emerging
interdisciplinary
research
field
combines
material
with
synthetic
create
more
useful
reactions.
This
review
provides
comprehensive
summary
progress
date
specific
transformation
related
mechanisms
piezoelectric-
mediated
by
ball
milling
Organic Chemistry Frontiers,
Journal Year:
2024,
Volume and Issue:
11(21), P. 6184 - 6193
Published: Jan. 1, 2024
An
efficient
metal-free
approach
for
the
synthesis
of
isoindolinones
and
isoquinolinones
from
1,2,3-benzotriazin-4(3
H
)-ones
via
electron
donor–acceptor
(EDA)
complex
formation
under
visible
light
is
described.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 3, 2025
We
present
an
efficient
silver-catalyzed
one-pot
controllable
molecular
editing
protocol
for
the
transformation
of
2-amino-N-substituted
benzamides
into
6-selenylated
N-substituted
1,2,3-benzotriazine-4(3H)-ones
under
mild
reaction
conditions.
This
three-component
strategy
is
achieved
by
building
N-N/N═N/C-Se
bonds,
which
provides
a
practical
pathway
preparation
selenylated
with
broad
substrate
scope
and
good
functional
group
tolerance,
as
well
high
site-selectivity.
Mechanistic
experiments
suggest
that
this
proceeds
via
intermolecular
site-selective
C-H
selenylation
readily
available
diselenides,
followed
annulation
using
AgNO3
nitrogen
synthon.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 7, 2025
A
novel
mechanoredox-enabled
synthesis
of
aromatic
and
aliphatic
isothiocyanates
from
primary
amines
carbon
disulfide
under
ball
milling
conditions
using
a
piezoelectric
material
(BaTiO3)
as
the
redox
catalyst
has
been
developed.
This
method
displays
several
features,
such
short
reaction
time,
operational
simplicity,
room
temperature
air
conditions,
minimal
solvent,
broad
substrate
scope,
recyclable
cheap
catalyst.
Preliminary
mechanistic
studies
revealed
that
highly
polarized
acted
single-electron
transfer
(SET)
oxidation
reagent
for
key
desulfurization
process.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Feb. 21, 2025
An
efficient
metal-free
approach
for
synthesizing
N-aryl-
and
N-alkyl
phthalimide
derivatives
from
1,2,3-benzotriazin-4(3H)-ones
is
described.
The
reaction
likely
proceeds
via
a
denitrogenative
cyanation
pathway,
utilizing
TMSCN
as
the
cyanide
source.
This
method
straightforward
well
scalable
supports
wide
range
of
substrates
with
high
functional
group
tolerance,
yielding
diverse
in
good
to
excellent
yields.
utility
this
further
highlighted
by
successful
synthesis
tyrosinase
inhibitor
analogue
yield.
