Development of N-Substituted Hydroxamic Acids with Pyrazolone Leaving Groups as Nitrosocarbonyl Precursors
作者:Saghar Nourian、Zachary A. Zilber、John P. Toscano
DOI:10.1021/acs.joc.6b01705
日期:2016.10.7
precursors, N-substituted hydroxamic acids with pyrazolone leaving groups (NHPY), has been synthesized. Under physiological conditions, these compounds generate nitrosocarbonyl intermediates, which upon hydrolysis release nitroxyl (azanone, HNO) in excellent yields. The amount and rate of nitrosocarbonyl generation are dependent on the nature of the pyrazolone leaving groups and significantly on the structural
合成了一类新的亚硝基羰基前体,即带有吡唑啉酮离去基团(NHPY)的N-取代异羟肟酸。在生理条件下,这些化合物生成亚硝基羰基中间体,该中间体在水解后以极好的收率释放出硝酰基(氮杂酮,HNO)。亚硝基羰基生成的量和速率取决于吡唑啉酮离去基团的性质,并且明显取决于NHPY供体的结构性质。已经发现吡唑啉酮是有效的亚硝基羰基陷阱,经历了N-选择性的亚硝基羰基醛醇缩合反应。该捕集反应已用于确认亚硝基羰基中间体参与NHPY水分解。此外,