2-(benzoylmethylene)hexahydro-1H-1,3-diazepine | 115859-77-3

• 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: 2-(benzoylmethylene)hexahydro-1H-1,3-diazepine
• 英文别名: 2-(1,3-diazepan-2-ylidene)-1-phenylethan-1-one；2-(1,3-diazepan-2-ylidene)-1-phenylethanone
• CAS: 115859-77-3
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: MZOVYEUHNGSUTF-UHFFFAOYSA-N

物化性质

• 沸点：
  371.7±42.0 °C(Predicted)
• 密度：
  1.121±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(benzoylmethylene)hexahydro-1H-1,3-diazepine 在 氨 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 反应 36.0h， 生成 1-β-D-glucopyranosyl-4-(2-tetrahydro-1H-diazepinyl)-5-phenyl-1,2,3-triazole
  参考文献：
  名称：

  Synthesis of glucosylated 1,2,3-triazole derivatives

  摘要：

  A series of potential bioactive compounds, l-glucosyl-4-heterocyclyl-5-(p-substituted-phenyl)-1,2,3-triazoles, were synthesized. Highly stereoselective products were obtained in good yield. Primary activity screening showed that this type of N-glucosylic compound possessed antitumour and antiviral activities. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00020-8
• 作为产物：
  描述：

  3,3-双甲基磺酰基-1-苯丙酮 、 四亚甲基二胺 以 乙醇 为溶剂， 反应 25.0h， 以67%的产率得到2-(benzoylmethylene)hexahydro-1H-1,3-diazepine
  参考文献：
  名称：

  Huang, Zhi-tang; Liu, Zhi-rong, Synthetic Communications, 1989, vol. 19, # 5and6, p. 943 - 958

  摘要：

  DOI：

文献信息

• Environmentally friendly approach to convergent synthesis of highly functionalized indanone fused multicyclic pyrrolines
  作者：Xi-Min Liu、Xin-Rong Lin、Sheng-Jiao Yan、Mei-Yang Peng、Rong Huang、Jun Lin

  DOI：10.1016/j.tet.2016.07.006

  日期：2016.9

  A facile synthesis of highly functionized indanone fused multicyclic pyrrolines using the heterocyclic ketene aminal and ninhydrin is described. Derivative alkoxyl or amine substituted analogues were also directly achieved upon adding alcohols or amines as corresponding starting materials. The reaction conditions are environment friendly and have a good tolerance towards a variety of heterocyclic ketene

  描述了使用杂环烯酮缩醛和茚三酮轻松合成高度功能化的茚满酮稠合多环吡咯啉。通过添加醇或胺作为相应的起始原料，也可以直接获得衍生物的烷氧基或胺取代的类似物。反应条件是环境友好的，并且对多种杂环烯酮缩醛具有良好的耐受性。一个包含三个具有潜在生物活性的分子多样性的茚满酮稠合的吡咯啉系列的文库被证明可以快速构建，收率良好。
• Synthesis of novel tetracyclo-isocoumarins via AcOH-catalyzed cascade reaction of heterocyclic ketene aminals with 2,2-dihydroxy-2H-indene-1,3-dione
  作者：Sheng-jiao Yan、Yu-lan Chen、Lin Liu、Ya-juan Tang、Jun Lin

  DOI：10.1016/j.tetlet.2010.11.100

  日期：2011.1

  A facile synthesis of tetracyclo-isocoumarins based on the AcOH-catalyzed cyclocondensation and rearrangement reaction between heterocyclic ketene aminals and 2,2-dihydroxy-2H-indene-1,3-dione is described. This method provides direct access to tetacyclo-isocoumarins, a class of compounds with potential broad spectrum biological activities.

  描述了一种基于AcOH催化的环缩合反应以及杂环烯酮缩醛和2,2-二羟基-2 H-茚-1,3-二酮之间重排反应的四环异香豆素的简便合成方法。该方法可直接进入四环异香豆素，这是一类具有潜在的广谱生物活性的化合物。
• Enantioselective Epoxypyrrolidines via a Tandem Cycloaddition/Autoxidation in Air and Mechanistic Studies
  作者：Kaixiu Luo、Yongqiang Zhao、Jiawei Zhang、Jia He、Rong Huang、Shengjiao Yan、Jun Lin、Yi Jin

  DOI：10.1021/acs.orglett.8b03605

  日期：2019.1.18

  A tandem cycloaddition/autoxidation reaction between heterocyclic ketene aminals and diazoester in air is described for the enantioselective preparation of epoxypyrrolidines. Notably, the results of mechanistic studies suggest that epoxide was oxidized from an sp3 C–C single bond, which is of mechanistic and practical interest as this protocol may be suitable for constructing other bioactive heterocyclic

  描述了在空气中杂环烯酮缩醛和重氮酸酯之间的串联环加成/自氧化反应，用于对映体制备环氧吡咯烷。值得注意的是，机理研究的结果表明，环氧化物被sp 3 C–C单键氧化，这具有机理和实际意义，因为该方案可能适用于构建其他具有生物活性的环氧化物。
• Substrate-Tuned Domino Annulation for Selective Synthesis of Poly-substituted Benzo[<i>f</i>]imidazo[2,1-<i>a</i>][2,7]naphthyridines and 3-Azaheterocyclic Substituted 2-Arylquinolines
  作者：Zhimin Ying、Jie Cen、Feng Luo、You Wu、Shuangrong Liu、Wenteng Chen、Jiaan Shao、Yongping Yu

  DOI：10.1021/acs.joc.1c00112

  日期：2021.3.19

  developed for the selective synthesis of poly-substituted benzo[f]imidazo[2,1-a][2,7]naphthyridines and 3-azaheterocyclic substituted 2-arylquinolines. These reactions proceed well under mild conditions without any additives. Plausible mechanisms for such a polycyclic ring system assembly were also proposed. Moreover, benzo[f]imidazo[2,1-a][2,7]naphthyridine 3g displayed a fluorescence effect, demonstrating

  杂环烯酮缩醛（HKA）和2-氨基查尔酮的多米诺环化/氧化已开发用于选择性合成多取代的苯并[ f ]咪唑并[ 2,1- a ] [2,7]萘啶和3-氮杂环杂环取代基2-芳基喹啉。这些反应在温和条件下进行得很好，没有任何添加剂。还提出了这种多环系统组装的合理机制。此外，苯并[ f ]咪唑并[2,1- a ] [2,7]萘啶3g显示出荧光效应，证明了在有机光学材料中的潜在应用。
• A Convenient Synthesis of 3,7′-Bisindole Derivatives
  作者：Teng Liu、Hong-You Zhu、Da-Yun Luo、Sheng-Jiao Yan、Jun Lin

  DOI：10.3390/molecules21050638

  日期：——

  An efficient and convenient method to synthesize highly functionalized 3,7'-bisindole derivatives has been developed via a Michael addition and cyclic condensation reaction of heterocyclic ketene aminals (HKAs) with 2-(1H-indol-3-yl)cyclohexa-2,5-diene-1,4-dione derivatives in ethanol-based solvents at room temperature. This strategy provides an efficient, environmentally friendly approach for easy

  通过杂环烯酮缩醛（HKA）与2-（1H-吲哚-3-基）环己2-2的迈克尔加成反应和环状缩合反应，已经开发出一种高效且方便的合成高度官能化的3,7'-双吲哚衍生物的方法。室温下在乙醇基溶剂中的5-二烯-1,4-二酮衍生物。该策略提供了一种高效，环保的方法，可轻松以中等到良好的产率获得各种新颖的3,7'-双吲哚衍生物。