Furyl-substituted mixed phosphonium-iodonium ylides in the synthesis of annelated P-containing heterocyclic compounds
Abstract Photochemical reactions between stabilized furyl-substituted phosphonium?iodonium ylides and terminal acetylenes led to the formation of new P-containing heterocyclic compounds. For the heterocyclization of 2-furyl-substituted ylides, we observed an unprecedented electrophilic ipso attack o...
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| Hauptverfasser: | , , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
October 21, 2015
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| In: |
European journal of organic chemistry
Year: 2015, Heft: 33, Pages: 7324-7333 |
| ISSN: | 1099-0690 |
| DOI: | 10.1002/ejoc.201500876 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/ejoc.201500876 Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201500876 
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| Verfasserangaben: | Elena D. Matveeva, Dmitrii S. Vinogradov, Tatyana A. Podrugina, Tatiana D. Nekipelova, Andrey V. Mironov, Rolf Gleiter, and Nikolay S. Zefirov |
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| 245 | 1 | 0 | |a Furyl-substituted mixed phosphonium-iodonium ylides in the synthesis of annelated P-containing heterocyclic compounds |c Elena D. Matveeva, Dmitrii S. Vinogradov, Tatyana A. Podrugina, Tatiana D. Nekipelova, Andrey V. Mironov, Rolf Gleiter, and Nikolay S. Zefirov |
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| 520 | |a Abstract Photochemical reactions between stabilized furyl-substituted phosphonium?iodonium ylides and terminal acetylenes led to the formation of new P-containing heterocyclic compounds. For the heterocyclization of 2-furyl-substituted ylides, we observed an unprecedented electrophilic ipso attack onto the α position of the furan ring in a carbocationic intermediate, leading ? via a spiro intermediate ? to the rearranged product with a 2,3-shift in the furan ring. | ||
| 650 | 4 | |a Cyclization | |
| 650 | 4 | |a Heterocycles | |
| 650 | 4 | |a Phosphorus | |
| 650 | 4 | |a Photochemistry | |
| 650 | 4 | |a Rearrangement | |
| 650 | 4 | |a Ylides | |
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| 700 | 1 | |a Podrugina, Tatyana A. |e VerfasserIn |4 aut | |
| 700 | 1 | |a Nekipelova, Tatiana D. |e VerfasserIn |4 aut | |
| 700 | 1 | |a Mironov, Andrey V. |e VerfasserIn |4 aut | |
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| 700 | 1 | |a Zefirov, Nikolay S. |e VerfasserIn |4 aut | |
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