Tetrahedron

New methodology for the preparation of pyrrole and indole derivatives via iminophosphoranes: synthesis of pyrrolo [1, 2-a] quinoxalines, indolo [3, 2-c] quinolines and …

P Molina, M Alajarin, A Vidal

Index: Molina, Pedro; Alajarin, Mateo; Vidal, Angel Tetrahedron, 1990 , vol. 46, # 3 p. 1063 - 1078

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Citation Number: 63

Abstract

The aza-Wittig reaction of iminophosphorane N-[o-(triphenylphosphoranylidene) amino]- phenyl pyrrole 4 with heterocumulenes leads to functionalized pyrrolo [l, 2-a] quinoxalines. Iminophosphorane 19, derived from 2-(o-amino) phenyl indole, reacts under mild conditions with isocyanates to form 21 which are converted into 5-amino-11H-indolo [3, 2-c] quinolines 22. Iminophosphorane 19 also reacts with carbon dioxide and carbon disulfide to give ...