Tetrahedron

Synthesis of indazole-N-oxides via the 1, 7-electrocyclization of azomethine ylides

M Nyerges, A Virányi, W Zhang, PW Groundwater…

Index: Nyerges, Miklos; Viranyi, Andrea; Zhang, Weimin; Groundwater, Paul W.; Blasko, Gabor; Toke, Laszlo Tetrahedron, 2004 , vol. 60, # 44 p. 9937 - 9944

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Citation Number: 14

Abstract

As part of our continuing work on the synthesis of the pyrrolo[3,2-c]quinoline ring system of the martinelline alkaloids (bradykinin receptor antagonist) 1 we have investigated the formation and reactions of the non-stabilised azomethine ylide 2a. This azomethine ylide 2a was formed by the reaction of o-nitrobenzaldehyde 1a with sarcosine in refluxing benzene 2 and, despite the presence of a large excess of active dipolarophiles, for example, ethyl acrylate or methyl ...