Tetrahedron

Regiospecific C-9 substitution of ellipticine derivatives

A Langendoen, JPM Plug, GJ Koomen, UK Pandit

Index: Langendoen, Albert; Plug, Johannes P. M.; Koomen, Gerrit-Jan; Pandit, Upendra K. Tetrahedron, 1989 , vol. 45, # 6 p. 1759 - 1762

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Citation Number: 13

Abstract

6-Methylellipticine (6) undergoes acylation at the C (9)-position, under Friedel Crafts reaction conditions. The C (9)-formyl compound (8) rearranges to the corresponding hydroxy derivative (9) upon treatment with hydrogen peroxide, in methanol, in the presence of sulphuric acid. The two steps provide a convenient procedure for the specific C (9)- hydroxylation of the ellipticine template.