" Site Selective" Formation of Low-Valent Titanium Reagents: An" Instant" Procedure for the Reductive Coupling of Oxo Amides to Indoles

A Fuerstner, A Hupperts, A Ptock…

Index: Fuerstner, Alois; Hupperts, Achim; Ptock, Arne; Janssen, Edo Journal of Organic Chemistry, 1994 , vol. 59, # 18 p. 5215 - 5229

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Citation Number: 164

Abstract

Aromatic acylamido carbonyl compounds are readily cyclized to indole derivatives upon treatment with low-valent titanium reagents of the formal oxidation states 0,+ 1, and+ 2. Other strong reducing agents such as SmIz and low-valent zirconium, niobium, and tungsten complexes are also capable of effecting such intramolecular alkylidenation reactions of amides. From the preparative point of view these heterocycle syntheses are best effected ...