3-diazynylidene-4,5-dihydro-1H-1-benzazepin-2-one | 1155946-27-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-diazynylidene-4,5-dihydro-1H-1-benzazepin-2-one
• 英文别名: 3-diazo-1,3,4,5-tetrahydro-2H-benzo[b]azepin-2-one；3-diazo-4,5-dihydro-1H-1-benzazepin-2-one
• CAS: 1155946-27-2
• 化学式: C₁₀H₉N₃O
• 分子量: 187.201
• InChiKey: JXZRRRPZQFEUPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  31.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 silica gel 作用下， 以 水 、 乙酸乙酯 为溶剂， 以8.9 mg的产率得到3-diazynylidene-4,5-dihydro-1H-1-benzazepin-2-one
  参考文献：
  名称：

  Amphos 介导的烷基叠氮化物向重氮化合物的转化和一锅叠氮化物位点选择性瞬时保护、点击共轭和去保护转化

  摘要：

  概述了烷基叠氮化物向重氮化合物的一锅转化。 α-叠氮羰基化合物与Amphos反应后，在湿溶剂中用硅胶处理所得磷酰肼，得到α-重氮羰基产物。通过Amphos的叠氮基保护特性，叠氮基保护、点击官能化和重氮基脱保护的分子间和分子内叠氮位点选择性反应已被一锅展示。

  DOI：

  10.1021/acs.orglett.4c00566

文献信息

• PREPARATION OF DIAZO AND DIAZONIUM COMPOUNDS
  申请人：Raines Ronald Thaddeus

  公开号：US20100125132A1

  公开（公告）日：2010-05-20

  A method for making diazo-compounds, diazonium salts thereof and other protected forms of these compounds. Diaz-compounds are prepared by reaction of a tertiary phosphine reagent carrying a reactive carbonyl group with an azide. The reaction can also generate an acyl triazene which can be converted thermally or by addition of base to form the diazo-compound or the acyl triazene can be isolated. The method is particularly useful for conversion of azides carrying one or more electron withdrawing groups to diazo-compounds. The method can be carried out in aqueous medium under mild conditions and is particularly useful for conversion of azido sugars to diazo-compound and diazonium salts thereof under physiological conditions. Tertiary phosphine reagents, particularly those that are water-soluble, and precursors for preparation of the reagents are provided.

  一种制备重氮化合物、其重氮盐和这些化合物的其他保护形式的方法。通过将携带反应性羰基基团的三级膦试剂与偶氮化物反应来制备重氮化合物。该反应还可以生成酰基三氮烯，可以通过热转化或加入碱来形成重氮化合物，或者可以分离出酰基三氮烯。该方法特别适用于将携带一个或多个电子吸引基团的偶氮化物转化为重氮化合物。该方法可以在温和条件下在水性介质中进行，并且特别适用于在生理条件下将偶氮糖转化为重氮化合物和其重氮盐。提供了三级膦试剂，特别是那些水溶性的试剂，以及用于制备这些试剂的前体。
• Preparation of Diazo and Diazonium Compounds
  申请人：RAINES Ronald Thaddeus

  公开号：US20130203974A1

  公开（公告）日：2013-08-08

  A method for making diazo-compounds, diazonium salts thereof and other protected forms of these compounds. Diaz-compounds are prepared by reaction of a tertiary phosphine reagent carrying a reactive carbonyl group with an azide. The reaction can also generate an acyl triazene which can be converted thermally or by addition of base to form the diazo-compound or the acyl triazene can be isolated. The method is particularly useful for conversion of azides carrying one or more electron withdrawing groups to diazo-compounds. The method can be carried out in aqueous medium under mild conditions and is particularly useful for conversion of azido sugars to diazo-compound and diazonium salts thereof under physiological conditions. Tertiary phosphine reagents, particularly those that are water-soluble, and precursors for preparation of the reagents are provided.

  一种制备重氮化合物、其重氮盐和这些化合物的其他保护形式的方法。通过将带有反应性羰基基团的三级膦试剂与叠氮化物反应来制备重氮化合物。该反应也可以生成酰基三氮烯，可以通过热转化或加入碱来形成重氮化合物，或者可以分离出酰基三氮烯。该方法特别适用于将带有一个或多个电子提取基团的叠氮化合物转化为重氮化合物。该方法可以在温和条件下在水介质中进行，特别适用于在生理条件下将叠氮糖转化为重氮化合物和其重氮盐。提供了三级膦试剂，特别是那些水溶性的试剂和制备试剂的前体。
• Chemodivergent Staudinger Reactions of Secondary Phosphine Oxides and Application to the Total Synthesis of LL–D05139β Potassium Salt
  作者：Wenjun Luo、Fang Xu、Zhenguo Wang、Jiyan Pang、Zixu Wang、Zhixiu Sun、Aiyun Peng、Xiaohui Cao、Le Li

  DOI：10.1002/anie.202310118

  日期：2023.10.9

  Unprecedented chemodivergent Staudinger reactions of secondary phosphine oxides (SPO) have been developed. Reagent-controlled 1- or 2-nitrogen atom exclusions from azides have been achieved. Conversion of a chiral SPO to a phosphinic amide was stereoretentive, and the potassium salt of natural product LL-D05139β was synthesized for the first time.

  二级氧化膦 (SPO) 史无前例的化学发散施陶丁格反应已经开发出来。已经实现了试剂控制的 1-或 2-氮原子从叠氮化物中的排除。手性SPO立体保留转化为次膦酰胺，首次合成了天然产物LL-D05139β的钾盐。
• Myers, Eddie L.; Raines, Ronald T., Angewandte Chemie - International Edition, 2009, vol. 48, p. 2359 - 2363
  作者：Myers, Eddie L.、Raines, Ronald T.

  DOI：——

  日期：——
• US8350014B2
  申请人：——

  公开号：US8350014B2

  公开（公告）日：2013-01-08