2-methyl-2,3-dihydrooxazolo[3,2-b]indazole | 1166842-60-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 2-methyl-2,3-dihydrooxazolo[3,2-b]indazole
• 英文别名: 2-Methyl-2,3-dihydro-[1,3]oxazolo[3,2-b]indazole；2-methyl-2,3-dihydro-[1,3]oxazolo[3,2-b]indazole
• CAS: 1166842-60-9
• 化学式: C₁₀H₁₀N₂O
• 分子量: 174.202
• InChiKey: FJRFEIKSURXTBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-2,3-dihydrooxazolo[3,2-b]indazole 在 环戊醇 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 生成 (Z)-2-(prop-1-enyl)-1H-indazol-3(2H)-one 、 (E)-2-(prop-1-enyl)-1H-indazol-3(2H)-one
  参考文献：
  名称：

  Nucleophilic Substitution of Oxazino-/Oxazolino-/Benzoxazin [3,2-b]indazoles: An Effective Route to 1H-Indazolones

  摘要：

  A variety of nucleophiles, thiolates, alkoxides, amines, iodide, and cyanide, react with oxazino-, oxazolino-, and benzoxazin[3,2-b]indazoles under microwave conditions to yield a diverse set of 2-substituted 1H-indazolones. The synthetic utility of these indazoles is further demonstrated by ANRORC (addition of the nucleophile, ring-opening, and ring closure) reactions to yield isomeric pyrazoloindazolones by a process wherein iodide acts first as a nucleophile and subsequently as a leaving group.

  DOI：

  10.1021/ol100751n
• 作为产物：
  描述：

  1-(2-nitrobenzylamino)propan-2-ol 在 potassium hydroxide 作用下， 以 水 、 异丙醇 为溶剂， 反应 24.0h， 生成 2-methyl-2,3-dihydrooxazolo[3,2-b]indazole
  参考文献：
  名称：

  An Oxazolo[3,2-b]indazole Route to 1H-Indazolones

  摘要：

  The novel heterocycle 2,3-dihydrooxazolo[3,2-b]indazole has been synthesized and utilized to provide easy access to 1H-indazolones, particularly the previously unreported 2-(2-alkoxyethyl)-1H-indazol-3(2H)-ones. Mechanistic as well as optimization and reaction scope studies are reported.

  DOI：

  10.1021/ol900891s

文献信息

• An Oxazolo[3,2-<i>b</i>]indazole Route to 1<i>H</i>-Indazolones
  作者：James S. Oakdale、Danielle M. Solano、James C. Fettinger、Makhluf J. Haddadin、Mark J. Kurth

  DOI：10.1021/ol900891s

  日期：2009.7.2

  The novel heterocycle 2,3-dihydrooxazolo[3,2-b]indazole has been synthesized and utilized to provide easy access to 1H-indazolones, particularly the previously unreported 2-(2-alkoxyethyl)-1H-indazol-3(2H)-ones. Mechanistic as well as optimization and reaction scope studies are reported.
• Nucleophilic Substitution of Oxazino-/Oxazolino-/Benzoxazin [3,2-<i>b</i>]indazoles: An Effective Route to 1<i>H</i>-Indazolones
  作者：Michael B. Donald、Wayne E. Conrad、James S. Oakdale、Jeffrey D. Butler、Makhluf J. Haddadin、Mark J. Kurth

  DOI：10.1021/ol100751n

  日期：2010.6.4

  A variety of nucleophiles, thiolates, alkoxides, amines, iodide, and cyanide, react with oxazino-, oxazolino-, and benzoxazin[3,2-b]indazoles under microwave conditions to yield a diverse set of 2-substituted 1H-indazolones. The synthetic utility of these indazoles is further demonstrated by ANRORC (addition of the nucleophile, ring-opening, and ring closure) reactions to yield isomeric pyrazoloindazolones by a process wherein iodide acts first as a nucleophile and subsequently as a leaving group.