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Chemistry for Sustainable Development

2010 year, number 4

Ethynylation of Lappaconitine as a Route to Modification of Alkaloids

A. A. Stepanov1, S. F. Vasilevsky1, G. A. Tolstikov2
1 Institute of Chemical Kinetics and Combustion, Siberian Branch of the Russian Academy of Sciences
2 Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences
vasilev@kinetics.nsc.ru
Keywords: Sonogashira reaction, new groups of acetylenic derivatives of lappaconitine, terminal 1, 3-butadiyne
Pages: 425-430

Abstract

Methods of the synthesis of a new group of acetylenic derivatives of lappaconitine were developed using Sonogashira reaction, starting from 5′-iodolappaconitine and terminal acetylenes in the system Pd(PPh3)2Cl2-CuI-Et3N. Terminal 1,3-butadiyne was introduced into lappaconitine molecule for the first time.