Chinese Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
43(11), P. 3997 - 3997
Published: Jan. 1, 2023
The
3-hydroxy-2-oxindole
core
structure
is
of
considerable
significance
in
both
synthetic
and
medicinal
chemistry.A
novel
efficient
base-promoted
method
for
the
preparation
3-hydroxy-2-oxindoles
from
o-alkynylnitroarenes
has
been
discovered.The
reaction
could
be
conducted
under
transition
metal
free
conditions.Various
were
checked
desired
products
obtained
moderate
to
good
yields.The
Wittig-like
triggered
by
PPh3
subsequent
acyloin
rearrangement
constituted
main
process.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: Jan. 30, 2025
In
this
work,
we
present
a
photoredox
three-component
reaction
that
enables
the
synthesis
of
medicinally
relevant
β-trifluoromethyl
β-amino
ketones
from
N-trifluoroethylhydroxylamine
derivative,
styrenes
and
DMSO.
Remarkably,
fluoromethyl,
difluoromethyl
pentafluoroethyl
analogues
are
also
accessed
using
same
conditions.
The
mechanistic
investigations,
including
radical
trapping
experiments,
cyclic
voltammetry,
Stern-Volmer
quenching
studies
isotope
labelling
experiments
support
photoinduced
radical/polar
crossover
Kornblum-type
oxidation
mechanisms.
Finally,
applicability
organic
skeletons
is
showcased
by
notable
derivatization
reactions.
Organic & Biomolecular Chemistry,
Journal Year:
2023,
Volume and Issue:
21(24), P. 5040 - 5045
Published: Jan. 1, 2023
We
describe
the
base-mediated
[3
+
2]
cycloaddition
reaction
of
di/trifluoromethylated
hydrazonoyl
chlorides
with
fluoronitroalkenes
for
synthesis
densely
functionalized
3-di/trifluoroalkyl-5-fluoropyrazoles
potent
biological
activity.
Beilstein Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
20, P. 212 - 219
Published: Feb. 2, 2024
An
efficient
multicomponent
reaction
of
newly
designed
β-trifluoromethyl
β-diazo
esters,
acetonitrile,
and
carboxylic
acids
via
an
interrupted
esterification
process
under
copper-catalyzed
conditions
has
been
developed,
which
affords
various
unsymmetrical
N
,
-diacyl-β-amino
esters
in
good
to
excellent
yields.
The
features
mild
conditions,
a
wide
scope
β-amino
acids,
also
applicability
large-scale
synthesis,
thus
providing
way
for
the
synthesis
β-diacylamino
esters.
Furthermore,
this
represents
first
example
Mumm
rearrangement
Chemical Reviews,
Journal Year:
2025,
Volume and Issue:
unknown
Published: April 22, 2025
Fluorine
and
nitrogen
form
a
successful
partnership
in
organic
synthesis,
medicinal
chemistry,
material
sciences.
Although
fluorine-nitrogen
chemistry
has
long
rich
history,
this
field
received
increasing
interest
made
remarkable
progress
over
the
past
two
decades,
driven
by
recent
advancements
transition
metal
organocatalysis
photochemistry.
This
review,
emphasizing
contributions
from
2015
to
2023,
aims
update
state
of
art
synthesis
applications
nitrogen-based
organofluorine
functional
molecules
chemistry.
In
dedicated
sections,
we
first
focus
on
fluorine-containing
reagents
organized
according
type
groups
attached
nitrogen,
including
N-F,
N-RF,
N-SRF,
N-ORF.
review
also
covers
nitrogen-linked
building
blocks,
catalysts,
pharmaceuticals,
agrochemicals,
underlining
these
components'
broad
applicability
growing
importance
modern
The Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
88(15), P. 11258 - 11262
Published: July 21, 2023
A
facile
access
to
5-aryl-3-trifluoromethylpyrazoles
has
been
developed
by
a
one-pot
(3
+
2)
cycloaddition-isomerization-oxidation
sequence
employing
2,2,2-trifluorodiazoethane
and
styryl
derivatives.
broad
variety
of
functional
groups
good
yields
are
achieved
under
mild
conditions.
Additionally,
the
functionalization
3-trifluoromethylpyrazoles
was
studied.
DFT
calculations
cycloaddition
transition
state
energies
consistent
with
experimentally
observed
reactivity.
ChemCatChem,
Journal Year:
2024,
Volume and Issue:
16(21)
Published: July 3, 2024
Abstract
Polyphosphamides
are
normally
good
flame
retardants.
Herein
a
mesoporous
polyphosphamide
(p‐PPA)
with
an
accessible
average
pore
diameter
of
<10
nm
and
surface
area
1.773
m
2
/g
has
been
synthesized
via
condensation
1,3‐diamino
benzene
(DAB)
phenyl
phosphinic
dichloride
(PPDC).
31
P,
13
C
CP‐MAS
solid‐state
NMR,
Raman,
X‐ray
photoelectron
spectroscopic
(XPS)
characterizations
confirm
the
presence
‐{P
V
(O)‐NH}‐
in
repeating
unit
p‐PPA
that
is
further
used
as
catalytic
mediator
to
perform
Appel
reaction
i.
e.,
conversion
alcohols
halides
broad
substrate
scope
high
TON
(561).
The
heterogeneity
allows
easy
recovery
organic
recycling
catalyst
many
times.
Mesoporous
given
shape‐selective
primary
linear
alkyl
chain
(1‐dodecanol)
while
low
for
bulky
secondary
(cyclo‐hexanol)
tertiary
alcohol
(tert‐butanol)
observed.
Perhaps,
phosphamide
units
present
inside
porous
channel
non‐preferable
sites
bulkier
alcohols,
evident
from
competitive
experiments.
A
comparatively
less
obtained
analogous
non‐porous
n‐PPA,
made
tris(2‐aminoethyl)amine
(TREN)
linker,
highlights
role
porosity
enhance
accessibility
numerous
reactive
increase
TON.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Nov. 16, 2024
A
robust
pyrrolidine-BzOH
salt-catalyzed
one-pot
three-component
reaction
involving
4-unsubstituted
pyrazolones,
aryl/heteroarylaldehydes,
and
aryl
methyl
ketones
is
reported
for
the
first
time.
This
catalytic
process
fortifies
an
efficient
method,
allowing
practical
synthesis
of
a
wide
array
synthetically
useful
1,3-diarylallylidene
pyrazolones
in
good
to
high
yields
exclusively
their
single
geometrical
isomer
forms.
Furthermore,
this
catalyst
facilitates
sequential
double
condensation
under
thermal
conditions,
thereby
enabling
two
consecutive
C═C
bonds
through
displacement
groups.
Moreover,
organocatalytic
technique
achieves
100%
carbon
atom
economy,
marking
significant
step
forward
toward
sustainable
synthesis.
