Published in
Sociedade Brasileira de Química, SBQ, Journal of the Brazilian Chemical Society, 8(20), p. 1478-1482, 2009
DOI: 10.1590/s0103-50532009000800014
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Synthesis of α- and β-lapachone derivatives from hetero diels-alder trapping of alkyl and aryl o-quinone methides
Journal article published in 2009 by
Silva,Fernando de C. da,
Fernando de C. da Silva 
,
Ferreira,Sabrina B.,
Sabrina B. Ferreira,
Carlos R. Kaiser,
Kaiser,Carlos R.,
Pinto,Angelo C.,
Angelo C. Pinto,
Ferreira,Vitor F.,
Vitor F. Ferreira
,
Ferreira,Sabrina B.,
Sabrina B. Ferreira,
Carlos R. Kaiser,
Kaiser,Carlos R.,
Pinto,Angelo C.,
Angelo C. Pinto,
Ferreira,Vitor F.,
Vitor F. Ferreira
This paper is made freely available by the publisher.
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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.