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Synlett 2000; 2000(2): 205-208
DOI: 10.1055/s-2000-6501
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Improvements in the Hetero Diels-Alder Reactions of 1-Dimethylamino-1-azadienes in the Presence of an Electrophilic Scavenger Resin

Eva Pascual-Alfonso* , Carmen Avendaño, J. Carlos Menéndez
  • *Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense, 28040 Madrid, Spain; Fax +34-91-3 94 18 22; E-mail: josecm@eucmax.sim.ucm.es
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Publication Date:
31 December 2000 (online)

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Reactions between 1-dimethylamino-1-azadienes and several quinones in the presence of a chloroformyl polystyrene resin proceeded with up to 2.5-fold increase in the isolated yields of the hetero Diels-Alder products, owing to efficient scavenging of dimethylamine liberated from the primary cycloadducts.

Diels-Alder reactions - quinolines - quinones - scavenger resins