Tetrahedron

Synthesis of oxidative dihydroxy metabolites of benzo [c] phenanthridines

J Stýskala, J Hlaváč, P Cankař

Index: Styskala, Jakub; Hlavac, Jan; Cankar, Petr Tetrahedron, 2013 , vol. 69, # 23 p. 4670 - 4678

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Citation Number: 4

Abstract

The synthesis of dihydroxybenzo [c] phenanthridines is described. 6-Bromo-2, 3- dihydroxybenzaldehyde was reacted with naphtho [2, 3-d][1, 3] dioxol-5-amine via reductive amination to give the corresponding diol 19, which was subsequently protected with ethoxymethyl chloride (EOMCl). Radical cyclization provided the EOM-protected dihydroxybenzo [c] phenanthridine 21, the key intermediate for the synthesis of ...