Mixed arsonium-iodonium and sulfonium-iodonium ylides: synthesis and characteristics

The preparation and properties of novel mixed arsonium-iodonium and sulfonium-iodonium ylides are reported. A series of substituted arsonium and sulfonium ylides was obtained by the nucleophilic substitution of iodonium groups in mixed ylides. A one-pot process, which included the nucleophilic subst...

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Main Authors: Podrugina, Tatyana A. (Author) , Alferova, Vera A. (Author) , Mironov, Andrei V. (Author) , Matveeva, Elena D. (Author) , Gleiter, Rolf (Author) , Zefirov, Nikolay S. (Author)
Format: Article (Journal)
Language:English
Published: 14 September 2016
In: Tetrahedron
Year: 2016, Volume: 72, Issue: 44, Pages: 6955-6962
ISSN:1464-5416
DOI:10.1016/j.tet.2016.09.027
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1016/j.tet.2016.09.027
Verlag, lizenzpflichtig, Volltext: http://www.sciencedirect.com/science/article/pii/S0040402016309346
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Author Notes:Tatyana A. Podrugina, Vera A. Alferova, Andrei V. Mironov, Elena D. Matveeva, Rolf Gleiter, Nikolay S. Zefirov
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Summary:The preparation and properties of novel mixed arsonium-iodonium and sulfonium-iodonium ylides are reported. A series of substituted arsonium and sulfonium ylides was obtained by the nucleophilic substitution of iodonium groups in mixed ylides. A one-pot process, which included the nucleophilic substitution and silylation of arsonium-iodonium ylides with subsequent elimination of the silyl group and a Wittig olefination reaction, provided route to access Z-α,β-unsaturated haloketones.
Item Description:Available online 14 September 2016
Gesehen am 02.11.2020
Physical Description:Online Resource
ISSN:1464-5416
DOI:10.1016/j.tet.2016.09.027