1-<<2-(allyloxy)benzoyl>oxy>-2,2,6,6-tetramethylpiperidine | 143565-13-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-<<2-(allyloxy)benzoyl>oxy>-2,2,6,6-tetramethylpiperidine
• 英文别名: (2,2,6,6-tetramethylpiperidin-1-yl) 2-prop-2-enoxybenzoate
• CAS: 143565-13-3
• 化学式: C₁₉H₂₇NO₃
• 分子量: 317.428
• InChiKey: PZLMBNCVXGCUOK-UHFFFAOYSA-N

物化性质

• 沸点：
  405.9±47.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.37
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-allyloxybenzoyl chloride 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 、 苯 为溶剂， 生成 1-<<2-(allyloxy)benzoyl>oxy>-2,2,6,6-tetramethylpiperidine
  参考文献：
  名称：

  The chemistry of acyl tellurides: generation and trapping of acyl radicals, including aryltellurium group transfer

  摘要：

  DOI：

  10.1021/ja00047a066

文献信息

• Visible Light-Promoted Synthesis of Spiroepoxy Chromanone Derivatives via a Tandem Oxidation/Radical Cyclization/Epoxidation Process
  作者：Sungwoo Jung、Jiyun Kim、Sungwoo Hong

  DOI：10.1002/adsc.201701072

  日期：2017.11.23

  A highly efficient and straightforward approach for the synthesis of spiroepoxy chroman‐4‐one derivatives was developed using a visible light‐enabled tandem radical strategy. The reaction is initiated by the formation of an acyl radical that undergoes intramolecular radical cyclization and epoxidation. The optimal result was obtained with 1 mol% of Ru(bpy)3Cl2⋅6H2O, TBHP, and K2CO3 in i‐PrOAc at room

  使用可见光启用的串联自由基策略开发了一种高效且直接的合成螺环氧基苯并吡喃-4-酮衍生物的方法。通过形成经历分子内自由基环化和环氧化的酰基自由基来引发反应。用1mol％的Ru获得的最优结果（BPY）3氯2 ⋅6H 2 O，TBHP，和K 2 CO 3在我-PrOAc在室温下与来自蓝色LED照射。这种前所未有的串联方法利用了广泛的底物，并提供了一种方便而强大的合成工具，可用于获得合成上有用的螺环苯并二氢吡喃-4-酮及其含氮衍生物。
• Visible-light induced cascade radical cyclization of sulfinic acids and o-(allyloxy)arylaldehydes towards functionalized chroman-4-ones
  作者：Guang-Hui Li、Qing-Qing Han、Yuan-Yuan Sun、De-Mao Chen、Zu-Li Wang、Xin-Ming Xu、Xian-Yong Yu

  DOI：10.1016/j.cclet.2020.03.007

  日期：2020.12

  Abstract An efficient method for the synthesis of functionalized chroman-4-ones induced by visible light via the radical cyclization reaction of sulfinic acids and o-(allyloxy)arylaldehydes at room temperature was described. The corresponding products were isolated with moderate to good yields. Radical mechanism was proposed for this transformation. Anti-microbial activity of some desired compounds

  摘要描述了一种在室温下通过亚磺酸和邻-（烯丙氧基）芳基醛基的自由基环化反应合成可见光诱导的官能化苯并四氢呋喃的有效方法。分离出相应的产物，产率中等至良好。提出了这种转化的自由基机理。筛选了一些所需化合物的抗微生物活性。
• Photoinduced Free Radical Chemistry of the Acyl Tellurides: Generation, Inter- and Intramolecular Trapping, and ESR Spectroscopic Identification of Acyl Radicals
  作者：David Crich、Chen Chen、Jae-Taeg Hwang、Hongwei Yuan、Aristotle Papadatos、Robert I. Walter

  DOI：10.1021/ja00099a011

  日期：1994.10

  Acyl tellurides are prepared in good to excellent yield by the reaction of sodium aryl tellurides with acyl chlorides, or mixed anhydrides, and are found to be moderately air-stable substances. In contrast to previous literature reports, acyl tellurides of aryl and vinyl carboxylic acids are found to be excellent sources of acyl radicals on photolysis with a simple white light source. The acyl radicals so generated may be trapped intermolecularly by dichalcogenides, or by TEMPO in excellent yield. Trapping by N-tert-butyl-alpha-phenyl nitrone produces a stable nitroxide radical which has been characterized by ESR spectroscopy. The very efficient trapping of acyl radicals by acyl tellurides themselves is demonstrated by a crossover experiment. Acyl tellurides are shown to participate in very efficient radical cyclization reactions onto alkenes with the formation of five-, six-, and eight-membered rings. The immediate products of the cyclizations onto alkenes are alpha-[(aryltelluro)methyl] ketones and the chemistry of these relatively unstable species is briefly described. Treatment with hydrogen peroxide affords alpha-methylene ketones in high yield. When elimination of the aryl telluro group is not possible the alpha-[(aryltelluro)methyl] ketones are stable species that may subsequently be employed in further radical chain reactions, for example with tributyltin hydride and methyl acrylate. Cyclization onto alkynes yields alpha-[(aryltelluro)methylene] ketones which are stable species and which take part in substitution reactions with higher order cuprates or with diphenyl diselenide.