Te-(p-methylphenyl) N-butyl-N-prop-2-ynyl carbamotelluroate | 1171967-96-6

• 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: Te-(p-methylphenyl) N-butyl-N-prop-2-ynyl carbamotelluroate
• 英文别名: Te-(4-methylphenyl) N-butyl-N-prop-2-ynylcarbamotelluroate
• CAS: 1171967-96-6
• 化学式: C₁₅H₁₉NOTe
• 分子量: 356.922
• InChiKey: PKWRYCRDKHLLIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.18
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Te-(p-methylphenyl) N-butyl-N-prop-2-ynyl carbamotelluroate 以 甲苯 为溶剂， 反应 3.0h， 生成 1-butyl-3-p-tolyltelluromethyleneazetidin-2-one 、 1-butyl-3-p-tolyltelluromethyleneazetidin-2-one
  参考文献：
  名称：

  A new entry to α-alkylidene-β-lactams by 4-exo-dig cyclization of carbamoyl radicals

  摘要：

  A new synthetic method of alpha-alkylidene-beta-lactam frameworks has been developed. Irradiation of carbamotelluroates 5 having a propargylic group at the nitrogen atom with visible light afforded alpha-telluromethylene-beta-lactams 6 by 4-exo-dig cyclization of carbamoyl radicals, generated by homolytic cleavage of carbamoyl carbon-tellurium bond of 5, with internal C-C triple bond. Density functional theory (DFT) calculations on cyclization step indicate that 4-exo-dig cyclization of carbamoyl radicals is kinetically favored. The existence of a rapid equilibrium between carbamoyl and four-membered vinyl radicals was Suggested by control experiments using the corresponding carbamoselenoate. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.071