6-(2-oxooxazolidin-3-yl)hex-5-ynyl acetate | 1046789-55-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 6-(2-oxooxazolidin-3-yl)hex-5-ynyl acetate
• CAS: 1046789-55-2
• 化学式: C₁₁H₁₅NO₄
• 分子量: 225.244
• InChiKey: NHBHXHQVLZJJSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.13
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  55.84
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  6-(2-oxooxazolidin-3-yl)hex-5-ynyl acetate 、 N-(3,5-dichloro-1-pyridylidene)-4-methyl-benzenesulfonamide 在 [(C₆F₅)₃PAuNTf₂] 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 (6E)-6-(2-oxooxazolidin-3-yl)-6-(tosylimino)hex-4-enyl acetate 、 (6E)-6-(2-oxooxazolidin-3-yl)-6-(tosylimino)hex-4-enyl acetate
  参考文献：
  名称：

  Gold-Catalyzed Nitrene Transfer to Activated Alkynes: Formation of α,β-Unsaturated Amidines

  摘要：

  A gold-catalyzed intermolecular nitrene transfer to alkynes was developed for the first time, revealing a new mode of nitrene transfer and providing a novel access to versatile alpha-imino metal carbenes. Various mild nitrene-transfer reagents were examined, and iminopyridium ylides especially those based on 3,5-dichloropyridine proved be highly effective. With activated alkynes such as N-alkynyloxazolidinones as substrates, alpha,beta-unsaturated amidines were formed in mostly good yields.

  DOI：

  10.1021/ol2002607
• 作为产物：
  描述：

  2-唑烷酮 、 6-bromohex-5-yn-1-yl acetate 在 potassium phosphate 、 1,10-菲罗啉 、 copper(ll) sulfate pentahydrate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 24.0h， 以76%的产率得到6-(2-oxooxazolidin-3-yl)hex-5-ynyl acetate
  参考文献：
  名称：

  Gold-Catalyzed Nitrene Transfer to Activated Alkynes: Formation of α,β-Unsaturated Amidines

  摘要：

  A gold-catalyzed intermolecular nitrene transfer to alkynes was developed for the first time, revealing a new mode of nitrene transfer and providing a novel access to versatile alpha-imino metal carbenes. Various mild nitrene-transfer reagents were examined, and iminopyridium ylides especially those based on 3,5-dichloropyridine proved be highly effective. With activated alkynes such as N-alkynyloxazolidinones as substrates, alpha,beta-unsaturated amidines were formed in mostly good yields.

  DOI：

  10.1021/ol2002607

文献信息

• Nickel-Catalyzed Highly Regioselective Multicomponent Coupling of Ynamides, Aldehydes, and Silane: A New Access to Functionalized Enamides
  作者：Nozomi Saito、Tomoyuki Katayama、Yoshihiro Sato

  DOI：10.1021/ol801534e

  日期：2008.9.1

  A new method for preparation of functionalized enamides by a nickel-catalyzed multicomponent coupling of ynamides, aldehydes, and silane has been developed. The coupling reaction proceeded in the presence of a nickel-IMes catalyst to give the corresponding gamma-silyloxyenamide derivative, which has an allylic alcohol moiety in the molecule, in a highly stereoselective manner.

  已开发出一种通过乙酰胺，乙醛和硅烷的镍催化多组分偶联制备官能化酰胺的新方法。偶联反应在镍-IMes催化剂的存在下进行，以高度立体选择性的方式得到相应的γ-甲硅烷基氧化烯酰胺衍生物，该衍生物在分子中具有烯丙基醇部分。