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

…, P Grimsey, K Hemming, M Krajniewski, C Loukou

Index: Anwar; Grimsey; Hemming; Krajniewski; Loukou Tetrahedron Letters, 2000 , vol. 41, # 51 p. 10107 - 10110

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Citation Number: 25

Abstract

A new approach to the synthesis of imine containing 1, 2, 5-benzothiadiazepine-1, 1- dioxides and 1, 4-benzodiazepin-5-ones using iminophosphoranyl thiazine-S-oxides as precursors is reported. Key steps include a Staudinger reaction, an aza-Wittig reaction and the conversion of a thiazine-S-oxide into an amino ketone via a [2, 3] sigmatropic rearrangement.

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