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Synthesis of α- and β-lapachone derivatives from hetero diels-alder trapping of alkyl and aryl o-quinone methides

DOI: 10.1590/S0103-50532009000800014

Keywords: o-quinone methides, knoevenagel condensation, hetero diels-alder, lapachones.

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Abstract:

methylene and aryl o-quinone methides (o-qms) generated by knoevenagel condensation of 2-hydroxy-1,4-naphthoquinone with formaldehyde and arylaldehydes, undergo facile hetero diels-alder reaction with some substituted styrenes (as dienophiles) in aqueous ethanol media providing derivatives of α- and β-lapachone.

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