Organic letters

Optimization of HNO production from N, O-bis-acylated hydroxylamine derivatives

…, M Williamson, H Weismiller, JP Toscano

Index: Sutton, Art D.; Williamson, Morgan; Weismiller, Hilary; Toscano, John P. Organic Letters, 2012 , vol. 14, # 2 p. 472 - 475

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Citation Number: 15

Abstract

A wide range of N, O-bis-acylated hydroxylamine derivatives with chloro or arenesulfonyl leaving groups, and a related set of N-hydroxy-N-acylsulfonamides, have been synthesized and evaluated for nitroxyl (HNO) production. Mechanistic studies have revealed that the observed aqueous chemistry is more complicated than originally anticipated, and have been used to develop a new series of efficient HNO precursors (4u–4x, 7c–7d) with tunable half ...

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