Phosphorus-Containing Bis-allenes: Synthesis and Heterocyclization Reactions Mediated by Iodine or Copper Dibromide

Phosphorus-Containing Bis-allenes: Synthesis and Heterocyclization Reactions Mediated by Iodine or Copper Dibromide

Bisphosphorylallenes were easily obtained in multigram scale from the Wittig-type rearrangement of bispropargyl alcohols. Unlike other conjugated bis-allenes, these reagents underwent a double cyclization mediated by iodine or copper dibromide leading to the formation of bis-1,2-oxaphospholenes.

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Veröffentlicht in:Organic letters 2017-04, Vol.19 (7), p.1882-1885
Hauptverfasser: Essid, I, Laborde, C, Legros, F, Sevrain, N, Touil, S, Rolland, M, Ayad, T, Volle, J.-N, Pirat, J.-L, Virieux, D
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Sprache:eng
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Chemical Sciences
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Zusammenfassung:Bisphosphorylallenes were easily obtained in multigram scale from the Wittig-type rearrangement of bispropargyl alcohols. Unlike other conjugated bis-allenes, these reagents underwent a double cyclization mediated by iodine or copper dibromide leading to the formation of bis-1,2-oxaphospholenes.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b00648