1-((tert-butyl)peroxy)-2,2,6,6-tetramethylpiperidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-((tert-butyl)peroxy)-2,2,6,6-tetramethylpiperidine
• 英文别名: 1-(Tert-butylperoxy)-2,2,6,6-tetramethylpiperidine；1-tert-butylperoxy-2,2,6,6-tetramethylpiperidine
• 化学式: C₁₃H₂₇NO₂
• 分子量: 229.363
• InChiKey: KFWNLDMKDNGMSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  过氧化苯甲酸叔丁酯 、 2,2,6,6-四甲基哌啶氧化物 在 dipotassium hydrogenphosphate 、 肉桂酸 、 Diphenylphosphine oxide 、 potassium iodide 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 生成 1-((tert-butyl)peroxy)-2,2,6,6-tetramethylpiperidine
  参考文献：
  名称：

  Transition-Metal-Free C–P Bond Formation via Decarboxylative Phosphorylation of Cinnamic Acids with P(O)H Compounds

  摘要：

  A novel, transition-metal-free phosphorylation of cinnamic acids with P(O)H compounds has been developed via radical-promoted decarboxylation under mild conditions. This method provides simple, efficient, and versatile access to valuable (E)-alkenylphosphine oxides in satisfactory yields with a wide variety of substrates.

  DOI：

  10.1021/acs.joc.8b00187

文献信息

• Iodine-Initiated Dioxygenation of Aryl Alkenes Using<i>tert</i>-Butylhydroperoxides and Water: A Route to Vicinal Diols and Bisperoxides
  作者：Xiaofang Gao、Jiani Lin、Li Zhang、Xinyao Lou、Guanghui Guo、Na Peng、Huan Xu、Yi Liu

  DOI：10.1021/acs.joc.1c01968

  日期：2021.11.5

  An environment-friendly and efficient dioxygenation of aryl alkenes for the construction of vicinal diols has been developed in water with iodine as the catalyst and tert-butylhydroperoxides (TBHPs) as the oxidant. The protocol was efficient, sustainable, and operationally simple. Detailed mechanistic studies indicated that one of the hydroxyl groups is derived from water and the other one is derived

  以碘为催化剂，叔丁基氢过氧化物 (TBHPs) 为氧化剂，在水中开发了一种环保高效的芳基烯烃双氧化反应，用于构建邻二醇。该协议高效、可持续且操作简单。详细的机理研究表明，其中一个羟基来自水，另一个来自 TBHP。此外，以碘为催化剂，Na 2 CO 3为添加剂，碳酸亚丙酯为溶剂，可以以良好的收率获得双过氧化物。
• Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes
  作者：Yu-Qi Miao、Jia-Xin Kang、Yan-Na Ma、Xuenian Chen

  DOI：10.1039/d1gc01157j

  日期：——

  Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes and carboxylic acids is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of

  在此，描述了使用容易获得的胺-硼烷和羧酸的光催化脱氧酰胺化方案。这种方法的特点是条件温和，收率中等至良好，易于放大，并具有多达62个带有各种取代基的官能化酰胺实例。该方法在几种药物分子的后期功能化中的应用也证明了该方法的综合耐用性。
• Radical Desulfur‐Fragmentation and Reconstruction of Enol Triflates: Facile Access to α‐Trifluoromethyl Ketones
  作者：Xiaolong Su、Honggui Huang、Yaofeng Yuan、Yi Li

  DOI：10.1002/anie.201608507

  日期：2017.1.24

  efficient oxidative radical desulfur‐fragmentation and reconstruction of enol triflates for the synthesis of α‐CF3 ketones. Preliminary mechanistic studies disclosed that oxidative fragmentation to release a CF3 radical from the triflyl group of enol triflate and subsequent addition of the CF3 radical to another enol triflate form the desired α‐CF3 ketones. This method provides a new approach to α‐CF3

  我们报告的有效氧化自由基脱硫-断裂和烯醇三氟甲磺酸酯的重建为α-CF的合成3酮。初步机理研究公开，氧化断裂以释放CF 3从三氟甲磺酰基烯醇三氟甲磺酸的和随后加入CF的自由基3自由基另一烯醇三氟甲磺酸形成所需的α-CF 3酮。这种方法提供了一种新的方法，以α-CF 3个酮类，具有氧化剂的催化量，广泛的底物范围，和电势以控制区域选择性的利用率。
• Oxidative coupling of methylamine with an aminyl radical: direct amidation catalyzed by I₂/TBHP with HCl
  作者：Lingfeng Gao、Haoming Tang、Zhiyong Wang

  DOI：10.1039/c4cc00621f

  日期：——

  First oxidative coupling of methylamine with N-substituted formamides.

  用N-取代甲酰胺对甲胺进行首次氧化偶联。
• Iron-promoted free radical cascade difunctionalization of unsaturated benzamides with silanes
  作者：Yaxin Ge、Yunfei Tian、Jilai Wu、Qinqin Yan、Luping Zheng、Yingming Ren、Jincan Zhao、Zejiang Li

  DOI：10.1039/d0cc05213b

  日期：——

  Iron salt/peroxide promoted cascade difunctionalization of unsaturated benzamides with silanes has been reported. It provides a convenient, highly selective, and efficient protocol for the synthesis of various silylated dihydroisoquinolinones and 1,3-isoquinolinediones. In particular, the present methodology only gives cyclization products in good isolated yields under the typical conditions.

  已经报道了铁盐/过氧化物促进不饱和苯甲酰胺与硅烷的级联双官能化。它为各种甲硅烷基化二氢异喹啉酮和 1,3-异喹啉二酮的合成提供了一种方便、高选择性和高效的方案。特别是，本方法仅在典型条件下以良好的分离产率提供环化产物。