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Paper | Regular issue | Vol 45, No. 7, 1997, pp.1309-1318
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7808
Reactivity of 1-Aryl-4-dimethylamino-2-phenyl-1,3-diaza-1,3-butadienes towards Dienophiles, 1,3-Dipoles and Carbanions

Piero Dalla Croce,* Raffaella Ferraccioli, and Concetta La Rosa

*Dipartimento di Chimica Organica e Industriale, Centro C. N. R., V. Venezian 21 I-20133 Milano, Italy


The reactivity of 1-aryl-4-dimethylamino-2-phenyl-1,3-diaza-1,3-butadienes (1) towards dienophiles, 1,3-dipoles and C-nucleophiles was investigated. N-Phenylmethylene-benzenesulfonamide (2), phenylisocyanate (6), C,N-diphenylnitrone (9) and acylacetates (10) reacted with 1 giving quinazoline or pyrimidine derivatives. The possible mechanisms involved in products formation are discussed.