Solvent-free microwave michael addition of isatin and aniline schiff base of isatin to α,β-unsaturated esters

• GHOLAMHASSAN IMANZADEH ^[1] ; TOORAN AGHAALIZADEH ^[1] ; MOHAMMADREZA ZAMANLOO ^[1] ; YAGOUB MANSOORI ^[1]
  1. [1] University of Mohaghegh Ardabili College of Science Department of Chemistry
• Localización: Journal of the Chilean Chemical Society (Boletín de la Sociedad Chilena de Química), ISSN-e 0717-6309, ISSN 0366-1644, Vol. 56, Nº. 1, 2011, págs. 616-620
• Idioma: inglés
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• Resumen

  • The rapid, simple, microwave-assisted Michael addition of isatin and aniline Schiff base of isatin to a wide variety of alkyl and aryl acrylates in the presence of, tetrabutylammonium bromide (TBAB) and 1,4-diazabicyclo[2.2.2]octane (DABCO), under solvent-free conditions, is presented. Under these conditions the addition of isatin to some of alkyl and aryl acrylates afford both related Baylis-Hillman adducts as minor products and the corresponding Michael adducts as major products. Addition of isatin to ethyl acrylate leads to produce Baylis-Hillman/Michael adduct in good yield. This system dose not work on Michael acceptors of methyl acrylate and methyl methacrylate.