Phospha-Michael additions of a series of methylene-bridged phosphorus bidentate nucleophiles to 1,2-diaza-1,3-dienes gave monoadducts and bisadducts in high yields under mild conditions. In particular, a series of new ylides and symmetrical diylides have been obtained from bis(diphenyl)phosphanes. The use of diphenylphosphanylamino derivatives gave, through phospha-Michael addition, ylide intermediates that underwent spontaneous intramolecular attack by the amino group belonging to the Michael donor reagent moiety, thus giving access to new heterocycles.

Phospha-Michael-Type Reactions between 1,2-Diaza-1,3-dienes and Bidentate Nucleophiles: Formation of New Mono- and Diylides and their Elaboration to Heterocycles

BOGA, CARLA;ZANNA, NICOLA;BACCOLINI, GRAZIANO;FORLANI, LUCIANO;MICHELETTI, GABRIELE;TOZZI, SILVIA
2011

Abstract

Phospha-Michael additions of a series of methylene-bridged phosphorus bidentate nucleophiles to 1,2-diaza-1,3-dienes gave monoadducts and bisadducts in high yields under mild conditions. In particular, a series of new ylides and symmetrical diylides have been obtained from bis(diphenyl)phosphanes. The use of diphenylphosphanylamino derivatives gave, through phospha-Michael addition, ylide intermediates that underwent spontaneous intramolecular attack by the amino group belonging to the Michael donor reagent moiety, thus giving access to new heterocycles.
C. Boga; N. Zanna; O. A. Attanasi; G. Baccolini; L. De Crescentini; L. Forlani; F. Mantellini; S. Nicolini; G. Micheletti; S. Tozzi
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11585/98509
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