Synthesis of 1-benzazepines as precursors of 1-benzazepinediones

Authors
Pessoa-Mahana, H Valderrama, JA
Citation
H. Pessoa-mahana et Ja. Valderrama, Synthesis of 1-benzazepines as precursors of 1-benzazepinediones, SYN COMMUN, 30(19), 2000, pp. 3481-3490
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
30
Issue
19
Year of publication
2000
Pages
3481 - 3490
Database
ISI
SICI code
0039-7911(2000)30:19<3481:SO1APO>2.0.ZU;2-R
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-br omo-6-hydroxy-1 -benzazepine-2-one 13 and 7,9-dibromo-6-hydroxy-1-benzazepi ne-2-one 14. Oxidation of benzazepinone 13 with (diacetoxyiodo)benzene prov ided 7-bromo-1-benzazepine-2,6,9-trione 5.