N-(6-(tert-butyldimethylsilyloxy)-1-(2-oxooxazolidin-3-yl)hex-2-enylidene)-4-methylbenzenesulfonamide | 1274906-16-9

• 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-(6-(tert-butyldimethylsilyloxy)-1-(2-oxooxazolidin-3-yl)hex-2-enylidene)-4-methylbenzenesulfonamide
• 英文别名: (NE)-N-[(E)-6-[tert-butyl(dimethyl)silyl]oxy-1-(2-oxo-1,3-oxazolidin-3-yl)hex-2-enylidene]-4-methylbenzenesulfonamide
• CAS: 1274906-16-9
• 化学式: C₂₂H₃₄N₂O₅SSi
• 分子量: 466.674
• InChiKey: YYBCMMWWUNHFKN-KRBSQOFBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  93.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  对甲苯磺酰氯 在 [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]gold bis(trifluoromethanesulfonyl)imidate 、 三乙胺 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 48.0h， 生成 N-(6-(tert-butyldimethylsilyloxy)-1-(2-oxooxazolidin-3-yl)hex-2-enylidene)-4-methylbenzenesulfonamide 、 N-(6-(tert-butyldimethylsilyloxy)-1-(2-oxooxazolidin-3-yl)hex-2-enylidene)-4-methylbenzenesulfonamide
  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