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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 30, 2000 - Issue 19
148
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Original Articles

Synthesis Of 1-Benzazepines as Precursors of 1-Benzazepinediones

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Pages 3481-3490 | Received 05 Dec 1999, Published online: 04 Dec 2007
 

Abstract

The synthesis of 6-hydroxy-7-nitro-1-benzazepine-2-one 7 from 5-hydroxy-1-tetralone 1 and 6-hydroxy-1-benzazepine-2-one 2 is described. Bromination of 6-hydroxy-1-benzazepine-2-one 2 with NBS in ethyl acetate afforded 7-bromo-6-hydroxy-1-benzazepine-2-one 13 and 7,9-dibromo-6-hydroxy-1-benzazepine-2-one 14. Oxidation of benzazepinone 13 with (diacetoxyiodo)benzene provided 7-bromo-1-benzazepine-2,6,9-trione 5.

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