Selectfluor-mediated construction of 3-arylselenenyl and 3,4-bisarylselenenyl spiro[4.5]trienones via cascade annulation of N -phenylpropiolamides with diselenides
A cascade annulation of terminal alkynyl amides with diselenides leading to the construction of 3-arylselenenyl spiro[4.5]trienones was realized under mild conditions with Selectfluor as the sole oxidant. Furthermore, 3,4-bisarylselenenyl spiro[4.5]trienones were also synthesized by a cascade annula...
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Veröffentlicht in: | New journal of chemistry 2022-04, Vol.46 (19), p.9451-9460 |
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Hauptverfasser: | , , , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | A cascade annulation of terminal alkynyl amides with diselenides leading to the construction of 3-arylselenenyl spiro[4.5]trienones was realized under mild conditions with Selectfluor as the sole oxidant. Furthermore, 3,4-bisarylselenenyl spiro[4.5]trienones were also synthesized by a cascade annulation reaction using transition-metal copper as a catalyst. This spirocyclization process is suggested to encompass a sequential C(sp)–Se and C(sp)–C(sp
2
) bond formation with the concomitant introduction of a carbonyl oxygen. |
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ISSN: | 1144-0546 1369-9261 |
DOI: | 10.1039/D2NJ00869F |