Annelated P-containing heterocycles from aryl- and hetaryl-substituted phosphonium iodonium ylides with a methoxycarbonyl-group

Hetaryl-substituted phosphonium-iodonium ylides with a methoxycarbonyl group as acceptor proved to be highly reactive toward various alkynes in comparison with triphenyl-substituted analogue. We were able to isolate annelated P-containing heterocycles—λ5-phosphininothiophenes, λ5-phosphininofurans,...

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Main Authors: Matveeva, Elena D. (Author) , Podrugina, Tatyana A. (Author) , Taranova, Marina A. (Author) , Melikhova, Ekaterina Yu. (Author) , Gleiter, Rolf (Author) , Zefirov, Nikolay S. (Author)
Format: Article (Journal)
Language:English
Published: 24 June 2013
In: Tetrahedron
Year: 2013, Volume: 69, Issue: 35, Pages: 7395-7402
ISSN:1464-5416
DOI:10.1016/j.tet.2013.06.066
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1016/j.tet.2013.06.066
Verlag, lizenzpflichtig, Volltext: https://www.sciencedirect.com/science/article/pii/S0040402013010077
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Author Notes:Elena D. Matveeva, Tatyana A. Podrugina, Marina A. Taranova, Ekaterina Yu. Melikhova, Rolf Gleiter, Nikolay S. Zefirov
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Summary:Hetaryl-substituted phosphonium-iodonium ylides with a methoxycarbonyl group as acceptor proved to be highly reactive toward various alkynes in comparison with triphenyl-substituted analogue. We were able to isolate annelated P-containing heterocycles—λ5-phosphininothiophenes, λ5-phosphininofurans, λ5-phosphinolines, and rare polyaryl-substituted phosphonium salts, which can be traced back to three different rotamers of an intermediate adduct of the alkyne with the cation generated from the mixed ylide by removal of iodobenzene.
Item Description:Gesehen am 29.06.2021
Physical Description:Online Resource
ISSN:1464-5416
DOI:10.1016/j.tet.2013.06.066