Tetrahedron letters

Synthesis of the new (cyclopenta [b] pyrrolo [1, 2-d]) azepino [4, 5-b] indole ring system

…, D Séraphin, Q Zhang, F Djaté, J Hénin, JY Laronze…

Index: Noe, Eric; Seraphin, Denis; Zhang, Qiang; Djate, Frederic; Henin, Jacques; Laronze, Jean-Yves; Levy, Jean Tetrahedron Letters, 1996 , vol. 37, # 32 p. 5701 - 5704

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Citation Number: 6

Abstract

The 2-oxo functionalized title compound 1 was synthesised in 7 steps from tryptamine via rearrangement of the bromoiminium ion 13 in alkaline medium to azepinone 14 with concomitant formation of ketone 15. The ratio 14: 15 was shown to depend on the nature of the hydroxide counterion.