N-(4-iodophenyl)-N-(2-methylprop-2-enyl)acetamide | 939909-34-9

• 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)-N-(2-methylprop-2-enyl)acetamide
• CAS: 939909-34-9
• 化学式: C₁₂H₁₄INO
• 分子量: 315.154
• InChiKey: KZGHYHSHZDCOEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  1-(三氟甲基)-1,2-苯碘酰-3(1H)-酮 、 N-(4-iodophenyl)-N-(2-methylprop-2-enyl)acetamide 在 sodium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以79%的产率得到1-(5-iodo-3-methyl-3-(2,2,2-trifluoroethyl)indolin-1-yl)ethan-1-one
  参考文献：
  名称：

  An External-Catalyst-Free Trifluoromethylation/Cyclization Strategy To Access Trifluoromethylated-Dihydroisoquinolinones/Indolines with Togni Reagent II

  摘要：

  A novel and efficient CF3 radical-involved external-catalyst-free trifluoromethylation/cyclization methodology to access a group of new trifluoromethylated dihydroisoquinolinones was developed, by reacting different N-allylbenzamides with Togni-II in one pot under mild reaction conditions. Meanwhile, this external-catalyst-free trifluoromethylation/cyclization protocol was also well suitable for being employed to synthesize many valuable trifluoromethylated N-acetylindolines, by reacting N-aryl-N-allylacetamides with Togni-II. In both reactions, the amide groups of reactants themselves acted as the catalysts to promote the generation of the CF3 radical required for the following radical-cascade trifluoromethylation/cyclization reactions.

  DOI：

  10.1021/acs.orglett.9b00465
• 作为产物：
  描述：

  3-溴-2-甲基丙烯 、 N-(4-碘苯基)乙酰胺 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.33h， 生成 N-(4-iodophenyl)-N-(2-methylprop-2-enyl)acetamide
  参考文献：
  名称：

  Palladium-Catalyzed Oxidative Arylalkylation of Unactivated Alkenes: Dual C–H Bond Cleavage of Anilines and Acetonitrile

  摘要：

  A palladium-catalyzed oxidative arylalkylation of unactivated alkenes involving dual C-H bond cleavage of arene and acetonitrile was developed. This reaction was promoted by pyridine as a ligand, and the ratio of palladium to pyridine is vital for this transformation. A series of nitrile-containing indolines were efficiently provided in moderate to good yields.

  DOI：

  10.1055/s-0032-1316555