Bioorganic & medicinal chemistry

A highly efficient biomimetic aromatization of Hantzsch-1, 4-dihydropyridines with t-butylhydroperoxide, catalysed by iron (III) phthalocyanine chloride

M Filipan-Litvić, M Litvić, V Vinković

Index: Filipan-Litvic, Mirela; Litvic, Mladen; Vinkovic, Vladimir Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 20 p. 9276 - 9282

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Citation Number: 27

Abstract

Rapid aromatization of Hantzsch-1, 4-DHPs with t-butylhydroperoxide catalysed by iron (III) phthalocyanine chloride is described. The reaction proceeds smoothly at room temperature within 1–35min and the products of high purity were isolated in excellent yields. To explain the reactivity of this catalytical system plausible mechanism have been proposed to involve formation of high-valent oxoferryl species as in cytochrome P450 itself.