tert-butyl prop-1-en-1-yl[2-(prop-1-en-1-yloxy)phenyl]carbamate | 820975-70-0

• 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: tert-butyl prop-1-en-1-yl[2-(prop-1-en-1-yloxy)phenyl]carbamate
• 英文别名: tert-butyl N-(2-prop-1-enoxyphenyl)-N-prop-1-enylcarbamate
• CAS: 820975-70-0
• 化学式: C₁₇H₂₃NO₃
• 分子量: 289.375
• InChiKey: PFXIRVCEQVKMKF-UHFFFAOYSA-N

物化性质

• 沸点：
  373.0±34.0 °C(Predicted)
• 密度：
  1.055±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.87
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tert-butyl prop-1-en-1-yl[2-(prop-1-en-1-yloxy)phenyl]carbamate 在 Grubbs' second generation catalyst C₃₀H₅₀Cl₂N₂O₄PS₂Ru 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以71%的产率得到4-(tert-butoxycarbonyl)-4H-1,4-benzoxazine
  参考文献：
  名称：

  Isomerization and ring-closing metathesis for the synthesis of 6-, 7- and 8-membered benzo- and pyrido-fused N,N-, N,O- and N,S-heterocycles

  摘要：

  An isomerization-ring-closing metathesis (RCM) strategy afforded N-substituted 4H-1,4-benzoxazines from the protected N-allyl-2-(allyloxy)anilines. In addition, RCM was used to synthesize the N-substituted, 8-membered benzo-fused heterocycles from the respective diallyl compounds: 1,2,5,6-tetraliydro-1,6-benzodiazocine, 5,6-dihydro-2H-1,6-benzoxazocine, 5,6,9, 10-tetrahydropyrido[2,3-b][1,4]diazocine and 5,6-dihydro-2H-1,6-benzothiazocine 1,1-dioxide. The isomerization-RCM approach also afforded the 7-membered ring system, 2,5-diliydro-1,5-benzothiazepine 1,1-dioxide, from the protected N-allyl-2-(allylsulfonyl)aniline. Furthermore, the structure of 1,6-bis[(4-methylplienyl)sulfonyl]-1,2,5,6-tetrahydro-1,6-benzodiazocine was confirmed by a single crystal X-ray determination. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.108
• 作为产物：
  描述：

  N-Boc-2-氨基苯酚 在 [RuHCl(CO)(PPh₃)₃] potassium carbonate 作用下， 以 氘代甲苯 、 丙酮 为溶剂， 反应 121.0h， 生成 tert-butyl prop-1-en-1-yl[2-(prop-1-en-1-yloxy)phenyl]carbamate
  参考文献：
  名称：

  Isomerization and ring-closing metathesis for the synthesis of 6-, 7- and 8-membered benzo- and pyrido-fused N,N-, N,O- and N,S-heterocycles

  摘要：

  An isomerization-ring-closing metathesis (RCM) strategy afforded N-substituted 4H-1,4-benzoxazines from the protected N-allyl-2-(allyloxy)anilines. In addition, RCM was used to synthesize the N-substituted, 8-membered benzo-fused heterocycles from the respective diallyl compounds: 1,2,5,6-tetraliydro-1,6-benzodiazocine, 5,6-dihydro-2H-1,6-benzoxazocine, 5,6,9, 10-tetrahydropyrido[2,3-b][1,4]diazocine and 5,6-dihydro-2H-1,6-benzothiazocine 1,1-dioxide. The isomerization-RCM approach also afforded the 7-membered ring system, 2,5-diliydro-1,5-benzothiazepine 1,1-dioxide, from the protected N-allyl-2-(allylsulfonyl)aniline. Furthermore, the structure of 1,6-bis[(4-methylplienyl)sulfonyl]-1,2,5,6-tetrahydro-1,6-benzodiazocine was confirmed by a single crystal X-ray determination. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.108

文献信息

• Synthesis of unsaturated 1,4-heteroatom-containing benzo-fused heterocycles using a sequential isomerization–ring-closing metathesis strategy
  作者：Garreth L. Morgans、E. Lindani Ngidi、Lee G. Madeley、Setshaba D. Khanye、Joseph P. Michael、Charles B. de Koning、Willem A.L. van Otterlo

  DOI：10.1016/j.tet.2009.10.061

  日期：2009.12

  A small library of 1,4-benzodioxins and 4H-1,4-benzoxazines was synthesized from the corresponding bis-allyloxy precursors by way of an initial isomerization to the bis-vinyloxy compounds, followed by a ring-closing metathesis using the second generation Grubbs' catalyst (G2). A related strategy, starting from benzene-1,2-dithiol and 2-mercaptophenol, afforded benzodithiin and 1,4-benzoxathiin, respectively. (C) 2009 Elsevier Ltd. All rights reserved.