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Journal of the Brazilian Chemical Society

Print version ISSN 0103-5053


SILVA, Fernando de C. da et al. Synthesis of α- and β-lapachone derivatives from hetero diels-alder trapping of alkyl and aryl o-quinone methides. J. Braz. Chem. Soc. [online]. 2009, vol.20, n.8, pp. 1478-1482. ISSN 0103-5053.

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.

Keywords : o-Quinone methides; Knoevenagel condensation; Hetero Diels-Alder; Lapachones.

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