使用氧鎓盐对芳基酰肼衍生物进行绿色氧化
Green Oxidation of Aromatic Hydrazide Derivatives Using an Oxoammonium Salt.
作者信息
Phadnis Nidheesh, Molen Jessica A, Stephens Shannon M, Weierbach Shayne M, Lambert Kyle M, Milligan John A
机构信息
Department of Biological and Chemical Sciences, College of Life Sciences, Thomas Jefferson University, 4201 Henry Ave, Philadelphia, Pennsylvania 19144, United States.
Department of Chemistry and Biochemistry, Old Dominion University, 4501 Elkhorn Ave, Norfolk, Virginia 23529, United States.
出版信息
J Org Chem. 2024 Apr 19;89(8):5841-5845. doi: 10.1021/acs.joc.3c02752. Epub 2024 Apr 3.
Aromatic diazenes are often prepared by oxidation of the corresponding hydrazides using stoichiometric quantities of nonrecyclable oxidants. We developed a convenient alternative protocol for the oxidation of aromatic hydrazides using Bobbitt's salt (), a metal-free, recyclable, and commercially available oxoammonium reagent. A variety of aryl hydrazides were oxidized within 75 min at room temperature using the developed protocol. Computational insight suggests that this oxidation occurs by a polar hydride transfer mechanism.
芳香重氮化合物通常通过使用化学计量的不可回收氧化剂氧化相应的酰肼来制备。我们开发了一种方便的替代方案，使用博比特盐（），一种无金属、可回收且市售的氧鎓铵试剂，来氧化芳香酰肼。使用所开发的方案，各种芳基酰肼在室温下75分钟内被氧化。计算分析表明，这种氧化是通过极性氢化物转移机制发生的。
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