About the synthesis of [1, 2] diazepinoindole derivatives from ethyl 2??(1??methylindole) acetate, 2??indole and 3??indoleacetohydrazones

A Monge, JA Palop, T Goni, A Martinez…

Index: Monge; Palop; Goni; et al. Journal of Heterocyclic Chemistry, 1985 , vol. 22, # 5 p. 1445 - 1451

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Citation Number: 13

Abstract

Abstract The Vilsmeier-Haack reaction with ethyl 2-(1-methylindole) acetate and N, N- Dimethylamides/phosphorus oxychloride gave (65–85%) of ethyl 2-(3-acyl-1-methylindole) acetates 2, which when boiled with hydrazine yielded about 90% of 4, 5-dihydro-6-methyl-4- oxo-3H [1, 2] diazepino [5, 6-b] indoles 3. The attempted cyclization of 2-(1-methylindole) acetohydrazones 6 with acyl (acetyl and benzoyl) chlorides/triethylamine, to [1, 2] ...

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