3-Phenyl-1-[6-(3-phenylprop-2-ynoyl)pyridin-2-yl]prop-2-yn-1-one | 1202553-39-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Phenyl-1-[6-(3-phenylprop-2-ynoyl)pyridin-2-yl]prop-2-yn-1-one
• CAS: 1202553-39-6
• 化学式: C₂₃H₁₃NO₂
• 分子量: 335.362
• InChiKey: CQBUXARGXCVZFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Phenyl-1-[6-(3-phenylprop-2-ynoyl)pyridin-2-yl]prop-2-yn-1-one 、 (S)-2-azido-3-phenylpropan-1-ol 在 三丁基膦 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以42%的产率得到2,6-bis[(3S)-3-benzyl-7-phenyl-2,3-dihydro-1,4-oxazepin-5-yl]pyridine
  参考文献：
  名称：

  A Phosphine-Mediated Construction of 1,4-Oxazepines and 1,3-Oxazines

  摘要：

  A simple and efficient method for constructing 1,4-oxazepines and 1,3-oxazines was developed with use of a phosphine-mediated tandem reaction of ynones with 2-azido alcohols. The method offers a promising route to synthetically useful as well as biologically active heterocycles under mild conditions and may be exploited for the preparation of interesting chiral ligands.

  DOI：

  10.1021/ol9024309
• 作为产物：
  描述：

  2,6-氯甲酰吡啶 、 苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以42%的产率得到3-Phenyl-1-[6-(3-phenylprop-2-ynoyl)pyridin-2-yl]prop-2-yn-1-one
  参考文献：
  名称：

  A Phosphine-Mediated Construction of 1,4-Oxazepines and 1,3-Oxazines

  摘要：

  A simple and efficient method for constructing 1,4-oxazepines and 1,3-oxazines was developed with use of a phosphine-mediated tandem reaction of ynones with 2-azido alcohols. The method offers a promising route to synthetically useful as well as biologically active heterocycles under mild conditions and may be exploited for the preparation of interesting chiral ligands.

  DOI：

  10.1021/ol9024309

文献信息

• COFERONS AND METHODS OF MAKING AND USING THEM
  申请人：Cornell University

  公开号：EP2279291B1

  公开（公告）日：2019-07-03
• US8853185B2
  申请人：——

  公开号：US8853185B2

  公开（公告）日：2014-10-07
• US9943603B2
  申请人：——

  公开号：US9943603B2

  公开（公告）日：2018-04-17
• A Phosphine-Mediated Construction of 1,4-Oxazepines and 1,3-Oxazines
  作者：Céline François-Endelmond、Thomas Carlin、Pierre Thuery、Olivier Loreau、Frédéric Taran

  DOI：10.1021/ol9024309

  日期：2010.1.1

  A simple and efficient method for constructing 1,4-oxazepines and 1,3-oxazines was developed with use of a phosphine-mediated tandem reaction of ynones with 2-azido alcohols. The method offers a promising route to synthetically useful as well as biologically active heterocycles under mild conditions and may be exploited for the preparation of interesting chiral ligands.