tert-butyl N-(5-methoxy-6-phenylhexyl)-N-(4-methylphenyl)sulfonylcarbamate | 1234715-23-1

• 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: tert-butyl N-(5-methoxy-6-phenylhexyl)-N-(4-methylphenyl)sulfonylcarbamate
• CAS: 1234715-23-1
• 化学式: C₂₅H₃₅NO₅S
• 分子量: 461.623
• InChiKey: ZWAINAGDDZAFCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  81.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲醇 、 tert-butyl hex-5-en-1-yl(tosyl)carbamate 、 苯硼酸 在 dppm(AuBr)₂ 、 Selectfluor 作用下， 以 乙腈 为溶剂， 以70%的产率得到tert-butyl N-(5-methoxy-6-phenylhexyl)-N-(4-methylphenyl)sulfonylcarbamate
  参考文献：
  名称：

  Gold-Catalyzed Three-Component Coupling: Oxidative Oxyarylation of Alkenes

  摘要：

  The three-component coupling of terminal alkenes with arylboronic acids and oxygen nucleophiles is described. The reaction employs a binuclear gold(I) bromide as a catalyst and Selectfluor reagent as the stoichiometric oxidant. Alcohols, carboxylic acids, and water can be employed as oxygen nucleophiles, thus providing an efficient entry into B-aryl ethers, esters, and alcohols from alkenes.

  DOI：

  10.1021/ja1034123

文献信息

• Gold-Catalyzed Oxidative Coupling Reactions with Aryltrimethylsilanes
  作者：William E. Brenzovich、Jean-François Brazeau、F. Dean Toste

  DOI：10.1021/ol102194c

  日期：2010.11.5

  During continuing studies with a novel oxidative gold oxyarylation reaction, arylsilanes were found to be competent coupling partners, providing further evidence for an intramolecular electrophilic aromatic substitution mechanism. While providing yields complementary to those of the previously described boronic acid methods, the use of trimethylsilanes reduces the observation of homocoupling byproducts

  在对新型氧化金氧芳基化反应的持续研究中，发现芳基硅烷是有效的偶联伙伴，为分子内亲电芳香取代机制提供了进一步的证据。在提供与先前描述的硼酸方法的产率互补的产率的同时，三甲基硅烷的使用减少了对均偶联副产物的观察，并允许进行轻松的分子内偶联反应。
• Gold-Catalyzed Three-Component Coupling: Oxidative Oxyarylation of Alkenes
  作者：Asa D. Melhado、William E. Brenzovich、Aaron D. Lackner、F. Dean Toste

  DOI：10.1021/ja1034123

  日期：2010.7.7

  The three-component coupling of terminal alkenes with arylboronic acids and oxygen nucleophiles is described. The reaction employs a binuclear gold(I) bromide as a catalyst and Selectfluor reagent as the stoichiometric oxidant. Alcohols, carboxylic acids, and water can be employed as oxygen nucleophiles, thus providing an efficient entry into B-aryl ethers, esters, and alcohols from alkenes.