2,3-dihydrooxazolo[3,2-b]indazole | 1166842-59-6

• 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: 2,3-dihydrooxazolo[3,2-b]indazole
• 英文别名: 2H,3H-benzimidazo-(1,2-b)-oxazole；2,3-Dihydrooxazolo-[3,2-b]indazole；2,3-dihydro-[1,3]oxazolo[3,2-b]indazole
• CAS: 1166842-59-6
• 化学式: C₉H₈N₂O
• 分子量: 160.175
• InChiKey: WERGUUASWPPLMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  甲醇 、 2,3-dihydrooxazolo[3,2-b]indazole 在 potassium hydroxide 作用下， 反应 8.0h， 生成 2-(2-methoxyethyl)-1,2-dihydro-3H-indazol-3-one
  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
• 作为产物：
  描述：

  2-[(2-硝基苯基)甲基氨基]乙醇 在 potassium hydroxide 作用下， 以 水 、 异丙醇 为溶剂， 反应 5.0h， 生成 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

• Davis–Beirut Reaction: Route to Thiazolo-, Thiazino-, and Thiazepino-2<i>H</i>-indazoles
  作者：Kelli M. Farber、Makhluf J. Haddadin、Mark J. Kurth

  DOI：10.1021/jo501014e

  日期：2014.8.1

  Methods for the construction of thiazolo-, thiazino-, and thiazepino-2H-indazoles from o-nitrobenzaldehydes or o-nitrobenzyl bromides and S-trityl-protected 1 degrees-aminothioalkanes are reported. The process consists of formation of the requisite N-(2-nitrobenzyl) (tritylthio)alkylamine, subsequent deprotection of the trityl moiety with TFA, and immediate treatment with aq. KOH in methanol under Davis-Beirut reaction conditions to deliver the target thiazolo-, thiazino-, or thiazepino-2H-indazole in good overall yield. Subsequent S-oxidation gives the corresponding sulfone.
• 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.