Tetrahedron letters

An unusually simple procedure for the synthesis of canthin-alkaloid derivatives using dialkyl oxalates as new regioselective N-alkylating agents

I Matus, J Fischer

Index: Matus, Ilona; Fischer, Janos Tetrahedron Letters, 1985 , vol. 26, # 3 p. 385 - 388

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Citation Number: 7

Abstract

During the reproduction of the experiments described by Atta-ur-Rahman 1) we found that the reaction of 1-alkyl-8- carbolines (1) with excess dialkyl oxalates (2) between 155-175'C for 8-12 hours did not afford the pyrrolizine - derivatives described by the authors. However, canthin-alkaloid derivatives (3) were formed in one step with yields between 20-65 %. ... Compounds 2 have yellow colour and a green fluorescence under uv-lamp (254 and 366 nm). ...