N-(4-iodophenyl)-[1,1'-biphenyl]-2-carboxamide

• 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-(4-iodophenyl)-[1,1'-biphenyl]-2-carboxamide
• 英文别名: N-(4-iodophenyl)biphenyl-2-carboxamide；N-(4-iodophenyl)-2-phenylbenzamide
• 化学式: C₁₉H₁₄INO
• 分子量: 399.231
• InChiKey: LHJJTKMTZRWVMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(4-iodophenyl)-[1,1'-biphenyl]-2-carboxamide 在 bis[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridyl]phenyl]iridium(1+); 2-(2-pyridyl)pyridine; hexafluorophosphate 、 tributylmethylammonium dibutyl phosphate 作用下， 以 1,2-二氯乙烷 为溶剂， 以74%的产率得到5-(4-iodophenyl)phenanthridin-6(5H)-one
  参考文献：
  名称：

  Visible-Light-Photocatalyzed Synthesis of Phenanthridinones and Quinolinones via Direct Oxidative C–H Amidation

  摘要：

  A straightforward synthetic strategy to construct biologically relevant phenanthridinones and quinolinones was developed via visible-light-promoted direct oxidative C-H amidation. In this photocatalytic system, amidyl radicals can be generated by homolysis of the N-H bond of simple amide precursors via single-electron transfer under blue LED illumination, which leads to oxidative intramolecular C-H amidation. Moreover, an efficient synthetic strategy using a photocascade enabled facile assembly of quinolinone structures through a catalytic sequence involving triplet energy (E-T) transfer based E/Z olefin isomerization and subsequent photocatalytic generation of amidyl radical intermediates.

  DOI：

  10.1021/acs.orglett.7b03600