N-tosyl-2,3-dihydro-3-methylene-2-n-octylindole

• 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: N-tosyl-2,3-dihydro-3-methylene-2-n-octylindole
• 英文别名: 3-methylidene-1-(4-methylphenyl)sulfonyl-2-octyl-2H-indole
• 化学式: C₂₄H₃₁NO₂S
• 分子量: 397.582
• InChiKey: CZGPHJVOFVGMPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-碘苯胺 在 吡啶 、 palladium diacetate 、 silver orthophosphate 、 (4R,4’R)-2,2’-(propane-2,2-diyl)bis(4-benzyl-4,5-dihydrooxazole) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 N-tosyl-2,3-dihydro-3-methylene-2-n-octylindole
  参考文献：
  名称：

  Palladium-Catalyzed, Asymmetric Hetero- and Carboannulation of Allenes Using Functionally-Substituted Aryl and Vinylic Iodides

  摘要：

  Aryl and vinylic iodides with a nucleophilic substituent in the ortho or allylic position, respectively, react with 1,2-dienes in the presence of a palladium catalyst and a chiral bisoxazoline ligand to afford five- and six-membered ring heterocycles and carbocycles in good yields and 46-88% enantiomeric excess. The generality of this process has been demonstrated by the use of nucleophilic substituents as varied as tosylamides, alcohols, phenols, carboxylic acids, and stabilized carbanions.

  DOI：

  10.1021/jo9901992

文献信息

• Larock, Richard C.; Berrios-Pena, Norman G.; Fried, Colleen A., Journal of Organic Chemistry, 1991, vol. 56, # 8, p. 2616 - 2617
  作者：Larock, Richard C.、Berrios-Pena, Norman G.、Fried, Colleen A.

  DOI：——

  日期：——
• Enantioselective, Palladium-Catalyzed Hetero- and Carboannulation of Allenes Using Functionally-Substituted Aryl and Vinylic Iodides
  作者：Richard C. Larock、John M. Zenner

  DOI：10.1021/jo00108a002

  日期：1995.2
• LAROCK, RICHARD C.;BERRIOS-PENA, NORMAN G.;FRIED, COLLEEN A., J. ORG. CHEM., 56,(1991) N, C. 2615-2617
  作者：LAROCK, RICHARD C.、BERRIOS-PENA, NORMAN G.、FRIED, COLLEEN A.

  DOI：——

  日期：——
• Larock Richard C., Zenner John M., J. Org. Chem, 60 (1995) N 3, S 482-483
  作者：Larock Richard C., Zenner John M.

  DOI：——

  日期：——
• Palladium-Catalyzed, Asymmetric Hetero- and Carboannulation of Allenes Using Functionally-Substituted Aryl and Vinylic Iodides
  作者：John M. Zenner、Richard C. Larock

  DOI：10.1021/jo9901992

  日期：1999.10.1

  Aryl and vinylic iodides with a nucleophilic substituent in the ortho or allylic position, respectively, react with 1,2-dienes in the presence of a palladium catalyst and a chiral bisoxazoline ligand to afford five- and six-membered ring heterocycles and carbocycles in good yields and 46-88% enantiomeric excess. The generality of this process has been demonstrated by the use of nucleophilic substituents as varied as tosylamides, alcohols, phenols, carboxylic acids, and stabilized carbanions.