Rhodium/Copper-Catalyzed Annulation of Benzimides with Internal Alkynes: Indenone Synthesis through Sequential CH and CN Cleavage

Doubled up: A rhodium(III)/copper(II) system co‐catalyzes the annulation of benzimides with internal alkynes for the synthesis of indenones (see scheme; Cp*=C5Me5). The reaction involves an uncommon nucleophilic addition of a transition‐metal–carbon bond to an imide moiety. This novel reaction provi...

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Veröffentlicht in:	Angewandte Chemie International Edition 2012-04, Vol.51 (16), p.3948-3952
Hauptverfasser:	Li, Bi-Jie, Wang, Hao-Yuan, Zhu, Qi-Lei, Shi, Zhang-Jie
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkynes Alkynes - chemistry annulation Bonding Carbon - chemistry Catalysis Chemical reactions Cleavage Copper - chemistry Cyclization CH activation heterocycles Hydrogen - chemistry Imides Imides - chemistry Nitrogen - chemistry Organic chemistry Rhodium Rhodium - chemistry Synthesis synthetic methods
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Zusammenfassung:	Doubled up: A rhodium(III)/copper(II) system co‐catalyzes the annulation of benzimides with internal alkynes for the synthesis of indenones (see scheme; Cp*=C5Me5). The reaction involves an uncommon nucleophilic addition of a transition‐metal–carbon bond to an imide moiety. This novel reaction provides a facile route to synthesize indenones from readily available benzimides and internal alkynes.
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.201200271