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Mild, Metal-Free Oxidative Ring-Expansion Approach for the Synthesis of Benzo[ b]azepines.

Sebastian StockerlTobias DanelzikDariusz G PiekarskiOlga García Mancheño
Published in: Organic letters (2019)
Benzo[ b]azepines are important structural motifs for the pharmaceutical industry. However, their syntheses are usually lengthy, involving several steps, transition-metal catalysts, and/or harsh conditions. A novel, general, mild, and metal-free oxidative ring expansion tandem reaction of hydroquinolines with TMSCHN2 as a versatile soft nucleophile to gain access to these valuable compounds in a simple and straightforward manner is presented.
Keyphrases
  • transition metal
  • electron transfer