Allenylphosphonates/Allenylphosphine Oxides as Intermediates/Precursors for Intramolecular Cyclization Leading to Phosphorus-Based Indenes, Indenones, Benzofurans, and Isochromenes

Utilizing internally available functional groups, a simple protocol for the efficient synthesis of phosphorus-based indenes, indenones, benzofurans, and isochromenes via intramolecular cyclization of allene intermediates/precursors is generated; the latter intermediates/precursors are conveniently o...

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Veröffentlicht in:Journal of organic chemistry 2012-06, Vol.77 (12), p.5345-5356
Hauptverfasser: Sajna, K. V, Kumara Swamy, K. C
Format: Artikel
Sprache:eng
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Zusammenfassung:Utilizing internally available functional groups, a simple protocol for the efficient synthesis of phosphorus-based indenes, indenones, benzofurans, and isochromenes via intramolecular cyclization of allene intermediates/precursors is generated; the latter intermediates/precursors are conveniently obtained through aldehyde-, alkylidene-, and hydroxyl-functionalized propargyl alcohols and PIII–Cl precursors. The structures of key products have been unequivocally confirmed by X-ray crystallography.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo300705f