1-(diethoxyphosphoryl)-2-(diphenylmethylidene)hydrazine | 61441-33-6

• 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: 1-(diethoxyphosphoryl)-2-(diphenylmethylidene)hydrazine
• 英文别名: diethyl (2-(diphenylmethylene)hydrazinyl)phosphite；Diethyl-N-(diphenylmethylen)-hydrazidphosphat；[N-(diethoxyphosphorylamino)-C-phenylcarbonimidoyl]benzene
• CAS: 61441-33-6
• 化学式: C₁₇H₂₁N₂O₃P
• 分子量: 332.339
• InChiKey: YYWDSUQRNKJVTR-UHFFFAOYSA-N

物化性质

• 沸点：
  429.5±28.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  59.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(diethoxyphosphoryl)-2-(diphenylmethylidene)hydrazine 在 potassium cyanate 、 氧气 、 copper diacetate 作用下， 以 二甲基亚砜 为溶剂， 反应 9.0h， 以94%的产率得到3-苯基-1H-吲唑
  参考文献：
  名称：

  铜促进Hy的分子内氧化CH氨基，使用可裂解的导向基团合成1H-吲唑和1H-吡唑

  摘要：

  使用无痕可裂解的导向基团，开发了一种容易且高效的铜促进的azo原子的氧化型分子内CH 3 H胺化反应，用于合成1 H-吲唑和1 H-吡唑。该反应的特征在于其温和的条件，操作简便，易于获得的试剂和优异的收率。提出了一种Cu介导的CHH氧化胺化的初步机制。

  DOI：

  10.1002/ejoc.201900947
• 作为产物：
  描述：

  二苯甲酮 、 亚磷酸二乙酯 在 potassium phosphate 、 对甲苯磺酰肼 作用下， 以 1,4-二氧六环 为溶剂， 以66%的产率得到1-(diethoxyphosphoryl)-2-(diphenylmethylidene)hydrazine
  参考文献：
  名称：

  A base-mediated three-component coupling reaction for the synthesis of phosphorohydrazones

  摘要：

  A simple and efficient three-component coupling reaction for the synthesis of phosphorohydrazones was developed. Both aldehydes and ketones participated in the reaction to afford the corresponding phosphorohydrazones in moderate-to-good yields. Moreover, a novel P-N ligand was synthesized by this method, which can act as a fluorescent sensor for iron ion. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.09.077

文献信息

• Rhodium-Catalyzed Oxidative Coupling of Aryl Hydrazones with Internal Alkynes: Efficient Synthesis of Multisubstituted Isoquinolines
  作者：Bin Xu、Wenting Liu、Xiaohu Hong

  DOI：10.1055/s-0033-1338417

  日期：——

  Abstract An efficient rhodium-catalyzed oxidative coupling reaction has been developed that gives high yields of multisubstituted isoquinolines from easily accessible aryl hydrazones and internal alkynes. Indenone hydrazone can also be synthesized in high yield from the corresponding benzaldehyde hydrazone by using this approach. An efficient rhodium-catalyzed oxidative coupling reaction has been developed

  摘要 已经开发出有效的铑催化的氧化偶联反应，其可以从容易获得的芳基和内部炔烃中获得高产率的多取代异喹啉。通过使用该方法，也可以由相应的苯甲醛以高收率合成茚满酮。 已经开发出有效的铑催化的氧化偶联反应，其可以从容易获得的芳基和内部炔烃中获得高产率的多取代异喹啉。通过使用该方法，也可以由相应的苯甲醛以高收率合成茚满酮。
• Copper-Promoted Oxidative Intramolecular C-H Amination of Hydrazones to Synthesize 1<i>H</i> -Indazoles and 1<i>H</i> -Pyrazoles Using a Cleavable Directing Group
  作者：Guofu Zhang、Qiankun Fan、Yiyong Zhao、Chengrong Ding

  DOI：10.1002/ejoc.201900947

  日期：2019.9.8

  A facile and efficient copper‐promoted oxidative intramolecular C–H amination of hydrazones for the synthesis of 1H‐indazoles and 1H‐pyrazoles was developed using a tracelessly cleavable directing group. This reaction is characterized by its mild conditions, operational simplicity, readily available reagents, and excellent yields. A tentative mechanism for Cu‐mediated C–H‐oxidative amination was proposed

  使用无痕可裂解的导向基团，开发了一种容易且高效的铜促进的azo原子的氧化型分子内CH 3 H胺化反应，用于合成1 H-吲唑和1 H-吡唑。该反应的特征在于其温和的条件，操作简便，易于获得的试剂和优异的收率。提出了一种Cu介导的CHH氧化胺化的初步机制。
• A base-mediated three-component coupling reaction for the synthesis of phosphorohydrazones
  作者：Jun Wen、Liang Dong、Liang Yang、Tao Jiang、Sheng Hu、Tong-Zai Yang、Xiao-Lin Wang

  DOI：10.1016/j.tet.2013.09.077

  日期：2013.11

  A simple and efficient three-component coupling reaction for the synthesis of phosphorohydrazones was developed. Both aldehydes and ketones participated in the reaction to afford the corresponding phosphorohydrazones in moderate-to-good yields. Moreover, a novel P-N ligand was synthesized by this method, which can act as a fluorescent sensor for iron ion. (C) 2013 Elsevier Ltd. All rights reserved.