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.File in questo prodotto:
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