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Paper | Special issue | Vol 84, No. 2, 2012, pp.1171-1178
Published online, 7th October, 2011
DOI: 10.3987/COM-11-S(P)98
A New Derivative of Galanthamine: Methylene Insertion into the Aromatic Ring in Place of Cyclopropanation

Péter Keglevich, Péter Kovács, László Hazai, Zsuzsanna Sánta, Zsófia Dubrovay, Viktor Háda, Csaba Szántay, Jr., György Kalaus, and Csaba Szántay*

*Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, H-1111 Budapest, Szt. Gellért tér 4, Hungary

Abstract

In the course of the reaction between galanthamine and diazomethane in the presence of a catalyst, such as palladium(II) acetate or copper(I) bromide, methylene insertion into the aromatic ring was observed instead of the expected cyclopropanation of the carbon-carbon double bond.