(2-(3-methylbut-2-enyl)-5-nitrophenyl)(pyrrolidin-1-yl)methanone | 1187051-99-5

• 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: (2-(3-methylbut-2-enyl)-5-nitrophenyl)(pyrrolidin-1-yl)methanone
• 英文别名: [2-(3-Methylbut-2-enyl)-5-nitrophenyl]-pyrrolidin-1-ylmethanone
• CAS: 1187051-99-5
• 化学式: C₁₆H₂₀N₂O₃
• 分子量: 288.346
• InChiKey: YTLINUOQLKNQOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (3-nitrophenyl)(pyrrolidin-1-yl)methanone 、 3-甲基-1,2-丁二烯 在 bis(1,5-cyclooctadiene)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以83%的产率得到(2-(3-methylbut-2-enyl)-5-nitrophenyl)(pyrrolidin-1-yl)methanone
  参考文献：
  名称：

  Direct Prenylation of Aromatic and α,β-Unsaturated Carboxamides via Iridium-Catalyzed C−H Oxidative Addition−Allene Insertion

  摘要：

  Exposure of aromatic carboxamides 1e-1m, heteroaromatic carboxamides in-1p, and alpha,beta-unsaturated carboxamides 1q-1s to 1,1-dimethylallene in the presence of the a cationic iridium complex derived from [Ir(cod)(2)]BAr4F and rac-BINAP results in direct C-H prenylation to furnish adducts 2e-2m, 2n-2p, and 2q-2s, respectively, in good isolated yields as single isomers.

  DOI：

  10.1021/ol901759t

文献信息

• Direct Prenylation of Aromatic and α,β-Unsaturated Carboxamides via Iridium-Catalyzed C−H Oxidative Addition−Allene Insertion
  作者：Yong Jian Zhang、Eduardas Skucas、Michael J. Krische

  DOI：10.1021/ol901759t

  日期：2009.9.17

  Exposure of aromatic carboxamides 1e-1m, heteroaromatic carboxamides in-1p, and alpha,beta-unsaturated carboxamides 1q-1s to 1,1-dimethylallene in the presence of the a cationic iridium complex derived from [Ir(cod)(2)]BAr4F and rac-BINAP results in direct C-H prenylation to furnish adducts 2e-2m, 2n-2p, and 2q-2s, respectively, in good isolated yields as single isomers.