4.8 Article

Cascade Multicomponent Synthesis of Indoles, Pyrazoles, and Pyridazinones by Functionalization of Alkenes

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 53, 期 44, 页码 11960-11964

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WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201406464

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arenediazonium salt; indole; multicomponent reaction; radicals; trifluoromethylation

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The development of multicomponent reactions for indole synthesis is demanding and has hardly been explored. The present study describes the development of a novel multicomponent, cascade approach for indole synthesis. Various substituted indole derivatives were obtained from simple reagents, such as unfunctionalized alkenes, diazonium salts, and sodium triflinate, by using an established straightforward and regioselective method. The method is based on the radical trifluoromethylation of alkenes as an entry into Fischer indole synthesis. Besides indole synthesis, the application of the multicomponent cascade reaction to the synthesis of pyrazoles and pyridazinones is described.

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