A facile synthesis of pyrrolo-(di)-benzazocinones via an intramolecular N-acyliminium ion cyclisation

…, S Caddick, DA Tocher, D Courtier-Murias

文献索引：King, Frank D.; Aliev, Abil E.; Caddick, Stephen; Tocher, Derek A.; Courtier-Murias, Denis Organic and Biomolecular Chemistry, 2009 , vol. 7, # 1 p. 167 - 177

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被引用次数: 16

摘要

A facile, moderate to high yielding synthesis of hexahydro-(di)-benzazocinones is described via an intramolecular N-acyliminium ion cyclisation. The iminium ion intermediates are formed from the readily available 4, 4-diethoxybutyl amides with an excess of triflic acid. For electron-withdrawing substituents, better yields were obtained from the pre-formed 2- hydroxypyrrolidine amides. From NMR studies, at ambient temperatures the pyrrolo- ...