(R)-1-phenyl-3-(N-phenylamino)-3-(2-thienyl)propan-1-one | 1091601-86-3

• 英文名称: (R)-1-phenyl-3-(N-phenylamino)-3-(2-thienyl)propan-1-one
• 英文别名: (3R)-3-anilino-1-phenyl-3-thiophen-2-ylpropan-1-one
• CAS: 1091601-86-3
• 化学式: C₁₉H₁₇NOS
• 分子量: 307.416
• InChiKey: AHKFYAWOBFFWQE-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  57.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-1-phenyl-3-(thiophen-2-yl)-2-propen-1-one 、 苯胺 在 8R,9S-cinchoine 作用下， 反应 24.0h， 以50%的产率得到(R)-1-phenyl-3-(N-phenylamino)-3-(2-thienyl)propan-1-one
  参考文献：
  名称：

  Organocatalytic asymmetric aza-Michael addition of aniline to chalcones under solvent-free conditions

  摘要：

  The first enantioselective Michael addition of aniline to chalcones was promoted by cheap and commercially available chincona alkaloids under solvent-free conditions. Variously substituted chalcones were examined as substrates giving the conjugate adducts in moderate to good enantioselectivity. The simple experimental procedure had no work-up and short reaction times, which are the notable advantages. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.09.006

文献信息

• Brønsted acid catalyzed enantio- and diastereoselective one-pot three component Mannich reaction
  作者：Margherita Barbero、Silvano Cadamuro、Stefano Dughera

  DOI：10.1016/j.tetasy.2015.09.006

  日期：2015.11

  A chiral derivative of 1,2-benzenedisulfonimide,(-)-4,5-dimethy1-3,6-bis(o-toly1)-1,2-benzenedisulfonimide is herein proven to be an efficient chiral catalyst in a one pot three-component Mannich protocol. Reaction conditions are mild and green, while the enantio- and diastereoselectivity are excellent. (C) 2015 Elsevier Ltd. All rights reserved.