过氧化环己酮化学性质及其对苯并噻唑硫醚氧化反应的研究

发布时间：2018-06-08 14:29

  本文选题：过氧化环己酮 + 苯并噻唑硫醚　； 参考：《大连理工大学》2016年硕士论文

【摘要】：有机过氧化物是较温和且低毒的有机氧化剂,在非水体系各类底物氧化中发挥越来越重要的作用,过氧化环己酮作为一种油溶性氧化剂,可以在无催化剂条件下选择性氧化苯并噻唑硫醚,氧化产物苯并噻唑亚砜可以作为一些天然化合物分子全合成的前驱体。本文选择过氧化环己酮为氧化剂,以苯并噻唑硫醚为底物进行硫醚选择性氧化的研究。用双氧水在酸性条件下制备固体过氧化环己酮,通过间接碘量法测得其主要活性含量达91%,通过IR、NMR认证了其主要活性物质的结构。以过氧化环己酮为氧化剂,反应体系中不添加任何催化剂,45℃条件下对苯并噻唑硫醚进行选择性氧化,发现苯并噻唑硫醚被选择性氧化为苯并噻唑亚砜,选择性接近100%,底物中烯烃双建和杂环中硫和氮杂原子都未参与反应。然后考察了反应溶剂、反应温度以及不同氧化剂对反应的影响,并对过氧化环己酮氧化硫醚的机理做了进一步的探索。通过1H-NMR、13C-NMR和MS对产物苯并噻唑亚砜进行了结构认证。
[Abstract]:Organic peroxide is a mild and low toxic organic oxidant, which plays a more and more important role in the oxidation of various substrates in non-aqueous systems. Cyclohexanone peroxide is an oil-soluble oxidant. Benzothiazolyl sulfoxide can be selectively oxidized without catalyst. The oxidation product benzothiazolyl sulfoxide can be used as a precursor for the full synthesis of some natural compounds. The selective oxidation of benzothiazolyl sulfide with cyclohexanone peroxide as oxidant was studied in this paper. Cyclohexanone peroxide was prepared from hydrogen peroxide under acidic conditions. The main active content of cyclohexanone peroxide was determined by indirect iodine method. The structure of its main active substance was confirmed by IR NMR. Using cyclohexanone peroxide as oxidant, benzothiazolyl sulfide was selectively oxidized to benzothiazole sulfoxide at 45 鈩，

本文编号：1996117