(2Z)-1,2,5,6-tetrahydro-4-methyl-2-((trimethylsilyl)methylene)-3-(prop-1-en-2-yl)-1-(p-tosyl)pyridine | 1301663-87-5

• 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: (2Z)-1,2,5,6-tetrahydro-4-methyl-2-((trimethylsilyl)methylene)-3-(prop-1-en-2-yl)-1-(p-tosyl)pyridine
• 英文别名: trimethyl-[(Z)-[4-methyl-1-(4-methylphenyl)sulfonyl-5-prop-1-en-2-yl-2,3-dihydropyridin-6-ylidene]methyl]silane
• CAS: 1301663-87-5
• 化学式: C₂₀H₂₉NO₂SSi
• 分子量: 375.607
• InChiKey: SCGAILULNFYPTE-RGEXLXHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.04
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(2-(trimethylsilyl)ethynyl)-N-(p-tosyl)but-3-yn-1-amine 在 copper(l) iodide 、 正丁基锂 、 silver trifluoromethanesulfonate 、 lithium bromide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 (2Z)-1,2,3,6-tetrahydro-4-methyl-2-((trimethylsilyl)methylene)-3-(propan-2-ylidene)-1-(p-tosyl)pyridine 、 (2Z)-1,2,5,6-tetrahydro-4-methyl-2-((trimethylsilyl)methylene)-3-(prop-1-en-2-yl)-1-(p-tosyl)pyridine
  参考文献：
  名称：

  Silver-Catalyzed Cycloisomerization of 1,n-Allenynamides

  摘要：

  A variety of allenynamides can undergo cycloisomerization reactions in the presence of silver triflate thus leading to the formation of N-containing heterocycles incorporating cross-conjugated trienes. Access to new dienic 4-piperidinone and azepane motifs was achieved. An extension to one-pot tandem sequences involving silver-catalyzed cycloisomerization/Diels Alder reaction was also examined.

  DOI：

  10.1021/ol201041h

文献信息

• Silver-Catalyzed Cycloisomerization of 1,n-Allenynamides
  作者：Pierre Garcia、Youssef Harrak、Lisa Diab、Pierre Cordier、Cyril Ollivier、Vincent Gandon、Max Malacria、Louis Fensterbank、Corinne Aubert

  DOI：10.1021/ol201041h

  日期：2011.6.3

  A variety of allenynamides can undergo cycloisomerization reactions in the presence of silver triflate thus leading to the formation of N-containing heterocycles incorporating cross-conjugated trienes. Access to new dienic 4-piperidinone and azepane motifs was achieved. An extension to one-pot tandem sequences involving silver-catalyzed cycloisomerization/Diels Alder reaction was also examined.