7,7-dimethyl-3,3-pentamethylene-1-phenyl-8-oxa-1,5,6-triazaspiro[3.4]oct-5-en-2-one | 1087654-07-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: 7,7-dimethyl-3,3-pentamethylene-1-phenyl-8-oxa-1,5,6-triazaspiro[3.4]oct-5-en-2-one
• CAS: 1087654-07-6
• 化学式: C₁₇H₂₁N₃O₂
• 分子量: 299.373
• InChiKey: QQPMHYHQXBQWGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  22.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  54.26
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  7,7-dimethyl-3,3-pentamethylene-1-phenyl-8-oxa-1,5,6-triazaspiro[3.4]oct-5-en-2-one 、 2-异氰基吡啶 在 硫酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以76%的产率得到cyclohexyl(3-(pyridin-2-ylamino)imidazo[1,2-a]pyridin-2-yl)methanone
  参考文献：
  名称：

  Reaction of β-Lactam Carbenes with 2-Pyridyl Isonitriles: A One-Pot Synthesis of 2-Carbonyl-3-(pyridylamino)imidazo[1,2-a]pyridines Useful as Fluorescent Probes for Mercury Ion

  摘要：

  The one-pot reaction of beta-lactam carbenes with 2-pyridyl isonitriles followed by an acidic hydrolysis was reported, which produced 2-carbonyl-3-(pyridylamino)imidazo[1,2-a]pyridines in moderate to good yields. Among the resulting novel imidazo[1,2-a]pyridine derivatives, 1-(6-chloro-3-(5-chloropyridin-2-ylamino)imidazo [1,2-a]pyridin-2-yl)-2-ethylbutan-1-one was demonstrated to be an efficient fluorescent probe for mercury ion both in acetonitrile and in buffered aqueous solution.

  DOI：

  10.1021/jo201273p
• 作为产物：
  描述：

  5,5-dimethyl-2-phenylimino-Δ³-1,3,4-oxadiazoline 、 环己甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以64%的产率得到7,7-dimethyl-3,3-pentamethylene-1-phenyl-8-oxa-1,5,6-triazaspiro[3.4]oct-5-en-2-one
  参考文献：
  名称：

  Reaction of β-Lactam Carbenes with 2-Pyridyl Isonitriles: A One-Pot Synthesis of 2-Carbonyl-3-(pyridylamino)imidazo[1,2-a]pyridines Useful as Fluorescent Probes for Mercury Ion

  摘要：

  The one-pot reaction of beta-lactam carbenes with 2-pyridyl isonitriles followed by an acidic hydrolysis was reported, which produced 2-carbonyl-3-(pyridylamino)imidazo[1,2-a]pyridines in moderate to good yields. Among the resulting novel imidazo[1,2-a]pyridine derivatives, 1-(6-chloro-3-(5-chloropyridin-2-ylamino)imidazo [1,2-a]pyridin-2-yl)-2-ethylbutan-1-one was demonstrated to be an efficient fluorescent probe for mercury ion both in acetonitrile and in buffered aqueous solution.

  DOI：

  10.1021/jo201273p

文献信息

• A Concise Synthesis of Benzo[<i>h</i>]- and Pyrido[3,2-<i>h</i>]-δ-carbolin-2,4-diones from One-Pot Reaction of β-Lactam Carbenes with Naphthyl and Quinolyl Isonitriles
  作者：Ying Cheng、Gao-Feng Shi、Zhi-Mei Kang、Xiao-Ping Jiang

  DOI：10.1055/s-2008-1067243

  日期：2008.9

  The one-pot reaction of β-lactam carbenes with 1-naphthyl or 5-quinolyl isonitriles followed by treatment with aqueous hydrochloride produced benzo[h]-δ-carbolin-2,4-diones or pyrido[3,2-h]-δ-carbolin-2,4-diones, respectively, in moderate yields. The easy availability of β-lactam carbenes and aryl isonitriles, and the simple chemical manipulations render our approach practical in the synthesis of various novel aryl fused δ-carboline derivatives, which are not easily prepared by other synthetic methods.

  β-内酰胺碳烯与1-萘基或5-喹啉基异腈的单锅反应，然后用水合盐酸处理，分别得到苯并[h]-δ-咔啉-2,4-二酮或吡啶并[3,2-h]-δ-咔啉-2,4-二酮，产率中等。β-内酰胺碳烯和芳基异腈易于获得，化学操作也很简单，这使得我们的方法在合成各种新型芳基稠合δ-咔啉衍生物时非常实用，而这些衍生物很难通过其他合成方法制备。