Organic Letters,
Journal Year:
2024,
Volume and Issue:
26(11), P. 2249 - 2254
Published: March 7, 2024
A
copper-mediated
[3
+
2]
cyclization
of
CF3-imidoyl
sulfoxonium
ylides
and
terminal
alkynes
has
been
demonstrated.
This
work
provides
a
practical
approach
for
assembling
5-trifluoromethylpyrroles
with
the
merits
broad
substrate
scope,
good
functional
tolerance,
mild
reaction
conditions.
Control
experiments
DFT
studies
indicate
that
this
may
involve
addition
π-bonds
by
copper-carbene
radicals
hydrogen
migration.
European Journal of Organic Chemistry,
Journal Year:
2023,
Volume and Issue:
26(10)
Published: Feb. 3, 2023
Abstract
A
heating‐induced
desulfurization
annulation
of
readily
available
CF
3
‐imidoyl
sulfoxonium
ylides
and
isothiocyanates
for
the
construction
2‐trifluoromethylquinolines
has
been
achieved.
The
developed
transformation
was
performed
under
metal‐
additive‐free
conditions,
producing
a
variety
biologically
valuable
2‐trifluoromethylquinoline
derivatives
with
high
efficiency.
Organic Letters,
Journal Year:
2023,
Volume and Issue:
25(38), P. 7046 - 7050
Published: Sept. 18, 2023
A
base-mediated
cascade
reaction
of
CF3-imidoyl
sulfoxonium
ylides
and
azo
compounds
has
been
achieved,
allowing
for
facile
access
to
trifluoromethyl-substituted
1,2-dihydroquinoxalines
diimines
in
moderate
excellent
yields.
Noteworthy
is
that
the
unusual
N-N
bond
cleavage
rearrangement
are
involved
transformations.
Abstract
An
efficient
Rh(III)‐catalyzed
C−H
bond
activation/cyclization
of
2‐arylbenzimidazoles
with
CF
3
‐imidoyl
sulfoxonium
ylides
has
been
achieved,
yielding
diverse
−
and
amino‐disubstituted
5,6‐dihydrobenzoimidazo[2,1‐
a
]isoquinolines,
which
could
undergo
deaminative
hydroxylation
to
access
hydroxy‐disubstituted
]isoquinolines
catalyzed
by
Sc(OTf)
.
This
developed
strategy
features
easily
available
starting
materials,
broad
substrate
scope,
good
scalability
high
efficiency.
Moreover,
the
antitumor
activities
selected
products
against
some
human
cancer
cell
lines
were
also
investigated,
results
indicated
that
several
show
antiproliferative
activities.
Molecules,
Journal Year:
2025,
Volume and Issue:
30(1), P. 183 - 183
Published: Jan. 5, 2025
An
efficient
Rh(III)-catalyzed
C-H
activation
of
azobenzenes
and
subsequent
[4+1]
cascade
annulation
with
CF3-imidoyl
sulfoxonium
ylides
was
developed,
yielding
diverse
CF3-indazoles.
This
protocol
featured
easily
available
starting
materials,
excellent
functional
group
tolerance
high
efficiency.
Moreover,
the
antitumor
activities
selected
CF3-indazoles
against
human
cancer
cell
lines
were
also
studied,
results
indicated
that
several
compounds
displayed
considerable
antiproliferative
activities.
Organic Letters,
Journal Year:
2025,
Volume and Issue:
27(2), P. 657 - 662
Published: Jan. 7, 2025
A
condition-controlled
Rh(III)-catalyzed
selective
synthesis
of
CF3-substituted
indoles
and
pyrido[2,1-a]isoindoles
from
2-arylpyridines
CF3-imidoyl
sulfoxonium
ylides
has
been
developed.
The
Cp*Rh(MeCN)3(SbF6)2/HFIP
system
afforded
via
triple
C–H
activation,
while
the
[Cp*RhCl2]2/MeCN
condition
selectively
furnished
through
[4
+
1]
annulation.
notable
advantages
this
developed
method
included
readily
available
starting
materials,
broad
substrate
scope,
excellent
chemoselectivity.
Importantly,
several
selected
products
showed
promising
antitumor
activities.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: March 4, 2025
A
catalyst
and
additive-free
[2+1]
annulation
of
3-alkenyl-oxindoles
with
CF3-imidoyl
sulfoxonium
ylides
(TFISYs)
for
the
construction
spiro
3,3'-cyclopropyl
oxindoles
has
been
achieved.
cascade
intermolecular
Micheal-addition
reaction
intramolecular
nucleophilic
substitution
sequence
might
be
involved
in
transformation,
which
afforded
a
wide
range
multisubstituted
oxindole
products
high
efficiency
diastereoselectivity.
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
Asian Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
13(5)
Published: Feb. 29, 2024
Abstract
A
metal‐free
[4+1]
annulation
of
in‐situ
generated
ortho
‐quinone
methides
(
o
‐QMs)
and
CF
3
−imidoyl
sulfoxonium
ylides
(TFISYs)
has
been
achieved
under
mild
conditions,
which
provides
a
facile
straightforward
access
to
variety
trifluoromethyl‐containing
2,3‐dihydrobenzofurans
in
moderate
excellent
yields.
