Synthesis of a [2]benzazepine analogue of clavizepine

Authors
Garcia, A Paz, S Dominguez, D
Citation
A. Garcia et al., Synthesis of a [2]benzazepine analogue of clavizepine, TETRAHEDR L, 42(4), 2001, pp. 665-667
Citations number
10
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
4
Year of publication
2001
Pages
665 - 667
Database
ISI
SICI code
0040-4039(20010122)42:4<665:SOA[AO>2.0.ZU;2-Z
Abstract
The synthesis of N-tosylbenzopyran[2]benzazepinone 2 using a simple protoco l for assembly of an azepine ring on the xanthene skeleton is described. Fo rmation of the CC bond between C9 of the xanthen-9-ol 7 and the beta -C of N-tosyl aminoacetaldehyde dimethyl acetal leads to 10, which upon treatment with formaldehyde undergoes ring closure. (C) 2001 Elsevier Science Ltd. A ll rights reserved.