Helvetica chimica acta

Synthesis of Indolones via Radical Cyclization of N??(2??Halogenoalkanoyl)??Substituted Anilines

T Nishio, K Iseki, N Araki, T Miyazaki

Index: Nishio, Takehiko; Iseki, Kyoko; Araki, Norihito; Miyazaki, Takenori Helvetica Chimica Acta, 2005 , vol. 88, # 1 p. 35 - 41

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Citation Number: 17

Abstract

Abstract The radical reactions of N-(2-halogenoalkanoyl)-substituted anilines (anilides) of type 1 have been investigated under various conditions. Treatment of compounds 1a–1o with Bu 3 SnH in the presence of (2, 2′-azobis (isobutyronitrile)(AIBN) afforded a mixture of the indolones (oxindoles) 2a–2o and the reduction products 5a–5o (Table 1). In contrast, the N-unsubstituted anilides 1p–1s, 1u, and 1v gave the corresponding reduction products ...