C–H Trifluoromethylthiolation of aldehyde hydrazones

C–H Trifluoromethylthiolation of aldehyde hydrazones

The selective C–H trifluoromethylthiolation of aldehyde hydrazones afforded interesting fluorinated building blocks, which could be used as a synthetic platform. Starting from readily available (hetero)aromatic and aliphatic hydrazones, the formation of a C–SCF3 bond was achieved under oxidative and...

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Bibliographic Details
Main Authors: Victor Levet, Balu Ramesh, Congyang Wang, Tatiana Besset
Format: Article
Language:English
Published: Beilstein-Institut 2024-11-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
c–h bond functionalization
c–s bond formation
hydrazones
synthetic method
trifluoromethylthiolation
Online Access:https://doi.org/10.3762/bjoc.20.242
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Summary:The selective C–H trifluoromethylthiolation of aldehyde hydrazones afforded interesting fluorinated building blocks, which could be used as a synthetic platform. Starting from readily available (hetero)aromatic and aliphatic hydrazones, the formation of a C–SCF3 bond was achieved under oxidative and mild reaction conditions in the presence of the readily available AgSCF3 salt via a one-pot sequential process (28 examples, up to 91% yield). Mechanistic investigations revealed that AgSCF3 was the active species in the transformation.
ISSN:1860-5397

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