4.5 Article

Microwave-Assisted Synthesis of Polysubstituted 4-Quinolones from Deprotonated α-Aminonitriles

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2010, 期 30, 页码 5841-5849

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201000858

关键词

Nitrogen heterocycles; Cyclization; Alkylation; Microwave chemistry

资金

  1. Deutsche Forschungsgemeinschaft

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The alpha-alkylation of deprotonated N-aryl-alpha-aminonitriles with alpha-bromoesters furnishes intermediates that can be cyclized to 4-quinolones upon microwave irradiation. Alternatively, base-induced dehydrocyanation of the alkylation products furnishes enaminoesters, which can, for example, be converted into quinoline-3-carboxylates.

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