Recent advances in the synthesis of trifluoromethyl-containing heterocyclic compounds via trifluoromethyl building blocks
Yaopeng Liu,
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Qingyu Tian,
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Jin Ge
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et al.
Organic & Biomolecular Chemistry,
Journal Year:
2024,
Volume and Issue:
22(31), P. 6246 - 6276
Published: Jan. 1, 2024
Recent
advances
in
the
preparation
of
trifluoromethyl-containing
heterocyclics
via
trifluoromethyl
building
block
strategies
over
period
from
2019
to
present
are
systematically
summarized
and
discussed.
Language: Английский
Visible‐Light‐Driven Multicomponent Reactions of Diazosulfonium Triflates with Amines and CS2 or CO2: Direct Synthesis of Bis‐Dithiocarbamates/Carbamates
Xue‐Cen Xu,
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Yue‐Gong,
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Jie Wang
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et al.
Chinese Journal of Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 19, 2025
Comprehensive
Summary
Visible
light‐induced
transformation
of
CO
2
and
CS
into
value‐added
products
has
attracted
worldwide
attention
because
it
mimics
nature.
In
this
context,
although
visible‐light‐induced
direct
synthesis
dithiocarbamates
carbamates
employing
SO
as
a
C1
source
been
reported,
all
these
reactions
are
limited
to
the
preparation
S
‐alkyl
mono‐dithiocarbamates
O
mono‐carbamates.
Herein,
we
report
visible‐light
photoredox‐catalyzed
multicomponent
reaction
diazosulfonium
triflates
with
amines
or
.
Mechanistic
studies
indicate
that
diazomethyl
radicals
might
be
generated
key
intermediates,
thus
providing
direction
for
application
other
radical
acceptors.
Language: Английский
Base-Mediated Cyclization of N-Benzyl Ketimines with Vinyl Sulfoxides: An Approach to Polysubstituted 1-Pyrrolines
Tenglong Xu,
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Donghao Wang,
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Zhen Liang
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et al.
The Journal of Organic Chemistry,
Journal Year:
2025,
Volume and Issue:
unknown
Published: May 29, 2025
A
protocol
for
synthesizing
polysubstituted
1-pyrrolines
(3,4-dihydro-2H-pyrrole)
via
base-mediated
[3
+
2]
cycloaddition
of
vinyl
sulfoxides
with
N-benzyl
ketimines
under
mild
conditions
has
been
developed.
The
methodology
exhibits
exceptional
functional
group
compatibility,
demonstrating
applicability
to
both
terminal
and
internal
sulfoxide
substrates.
Control
experiments
1H
NMR
analyses
have
conducted
propose
a
plausible
reaction
pathway.
synthetic
value
this
strategy
further
validated
through
successful
gram-scale
synthesis
subsequent
transformation
the
products
into
diverse
derivatives.
Language: Английский
Divergent Reactivity of Iminyl Radicals in Four Interrupted Pathways for the Synthesis of Cyclic/Acyclic Ketones and N-Heterocycles from Vinyl Azides and Phenylacetic Acids
Swagota Paul,
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A. K. BARUAH,
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Atul A. More
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(18), P. 13128 - 13136
Published: Sept. 11, 2024
Herein,
we
report
the
Ag-catalyzed
substrate-controlled
interrupted
radical
pathways
of
iminyl
radical.
The
benzylic
groups
played
a
crucial
role
in
pathway
selection
involving
series
dimerization
and
hydrolysis,
1,5-H
shift
followed
by
cascade
cyclization,
direct
N-(sp
Language: Английский
Dual Photoredox/Copper-Catalyzed Three-Component Alkylcyanation of Alkenes and 1,4-Alkylcyanation of 1,3-Enynes Employing Sulfoxonium Ylides as the Carbon Radical Precursors
Zixuan Yang,
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Xue‐Cen Xu,
No information about this author
Bowen He
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et al.
Organic Letters,
Journal Year:
2024,
Volume and Issue:
unknown
Published: Dec. 3, 2024
A
novel
dual
photoredox/copper-catalyzed
three-component
alkylcyanation
of
alkenes
and
1,4-alkylcyanation
1,3-enynes
have
been
developed.
In
this
radical
cyanoalkylation
reaction,
the
photoredox
induced
alkyl
from
sulfoxonium
ylides
adds
to
carbon-carbon
double
bonds
styrenes
or
1,3-enynes,
generated
benzylic
allenyl
radicals
couple
with
a
Cu(II)
cyanide
complex
achieve
selective
cyanation.
The
reaction
exhibits
high
chemo-
regioselectivity
wide
substrate
scope,
providing
an
efficient
method
for
synthesis
nitriles
in
single
step.
Language: Английский
Synthesis of N-Aryl-4-trifluoromethylthiazol-2-amines via Insertion/Annulation of Trifluoromethylimidoyl Sulfoxonium Ylides with Sodium Thiocyanate
Yuhao Ding,
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Yaopeng Liu,
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Jin Ge
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et al.
The Journal of Organic Chemistry,
Journal Year:
2024,
Volume and Issue:
89(17), P. 12255 - 12262
Published: Aug. 16, 2024
An
efficient
p-TsOH-mediated
insertion
of
sodium
thiocyanate
into
trifluoromethylimidoyl
sulfoxonium
ylides
has
been
reported,
affording
annulated
N-aryl-4-trifluoromethylthiazol-2-amines
in
42–84%
yields
a
one-pot
manner.
This
protocol
encompasses
variety
with
serving
as
the
source
"S–C═N"
moiety
thiazole
ring.
The
versatile
transformations
resulting
pharmacologically
important
were
also
demonstrated.
Language: Английский