A thiazine-S-oxide, Staudinger/aza-Wittig based synthesis of benzodiazepines and benzothiadiazepines

Authors
Anwar, B Grimsey, P Hemming, K Krajniewski, M Loukou, C
Citation
B. Anwar et al., A thiazine-S-oxide, Staudinger/aza-Wittig based synthesis of benzodiazepines and benzothiadiazepines, TETRAHEDR L, 41(51), 2000, pp. 10107-10110
Citations number
31
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
51
Year of publication
2000
Pages
10107 - 10110
Database
ISI
SICI code
0040-4039(200012)41:51<10107:ATSBSO>2.0.ZU;2-E
Abstract
A new approach to the synthesis of imine containing 1,2,5-benzothiadiazepin e-1,1-dioxides and 1,4-benzodiazepin-5-ones using iminophosphoranyl thiazin e-S-oxides as precursors is reported. Key steps include a Staudinger reacti on, an aza-Wittig reaction and the conversion of a thiazine-S-oxide into an amino ketone via a [2,3] sigmatropic rearrangement. (C) 2000 Elsevier Scie nce Ltd. All rights reserved.