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Tetrahedron

A new enlargement methodology for the preparation of 2H-1-and 2H-3-benzazepin-2-one derivatives

L Jean-Gérard, M Pauvert, S Collet, A Guingant…

文献索引:Jean-Gerard, Ludivine; Pauvert, Mickael; Collet, Sylvain; Guingant, Andre; Evain, Michel Tetrahedron, 2007 , vol. 63, # 46 p. 11250 - 11259

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被引用次数: 17

摘要

An investigation of the one-carbon homologation of some 1-tribromomethyl-isoquinoline and 2-tribromomethyl-quinoline derivatives was conducted. Under the influence of an aqueous solution of silver nitrate in the presence of a nucleophilic species (MeOH, H2O, EtNH2), these derivatives led to the respective expanded heterocycles, 2H-1-and 2H-3-benzazepin- 2-one derivatives. A mechanism for this novel ring enlargement involving initial formation ...