2,2-dimethyl-1-oxa-4-azaspiro<4.5>dec-3-ene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 2,2-dimethyl-1-oxa-4-azaspiro<4.5>dec-3-ene
• 英文别名: 2,2-dimethyl-1-oxa-4-azaspiro[4.5]dec-3-ene
• 化学式: C₁₀H₁₇NO
• 分子量: 167.251
• InChiKey: IXTGBNZXTHHRRM-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：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-1-oxa-4-azaspiro<4.5>dec-3-ene 以 二氯甲烷 、 Petroleum ether 为溶剂， 生成 3-dimethylphosphoryl-2,2-dimethyl-N-[3-(trifluoromethyl)phenyl]-1-oxa-4-azaspiro[4.5]decane-4-carboxamide
  参考文献：
  名称：

  The Totally Protected Hydroxy Containing α-Amino Phosphonic Esters and α-Amino Phosphinoxides as well as Their Carbamoyl Derivatives

  摘要：

  Syntheses of the title compounds by the addition of diethyl phosphite as well as dimethylphosphine oxide in a Strecker-type reaction to the cyclic imines 1,2 followed by conversion to the related N-carbamoyl compounds are described.

  DOI：

  10.1080/00397919608003785
• 作为产物：
  描述：

  2-氯-2-甲基丙醛 、 环己酮 在 水 作用下， 以 二氯甲烷 为溶剂， 以33%的产率得到2,2-dimethyl-1-oxa-4-azaspiro<4.5>dec-3-ene
  参考文献：
  名称：

  对多环喹唑啉酮，苯并恶嗪酮和苯并噻嗪酮的三组分反应

  摘要：

  在新的三组分一锅法反应中，实现了易于参与的环状亚胺与酰基氯的有效转化，该亚胺能够参与亲核芳香族取代（S N Ar）反应，至少产生三环环化喹唑啉酮，苯并恶嗪酮分别是由于使用了氮，氧或硫亲核试剂而产生的苯并噻嗪酮。特别是在喹唑啉酮的情况下，这种方便的策略使人们能够进入多样性更高的杂环，这为精细杂环骨架的有效衍生化提供了发展。在随后的Heck或Ullmann环化中，可以对所提及的喹唑啉酮进行进一步的环合。

  DOI：

  10.1021/co500165a

文献信息

• Three-Component Reaction toward Polyannulated Quinazolinones, Benzoxazinones, and Benzothiazinones
  作者：Denis Kröger、Torben Schlüter、Malte Fischer、Irina Geibel、Jürgen Martens

  DOI：10.1021/co500165a

  日期：2015.3.9

  take part in nucleophilic aromatic substitution (SNAr) reactions is realized in a new three-component, one-pot reaction, giving at least tricyclic annulated quinazolinones, benzoxazinones, and benzothiazinones as a result of the employed nitrogen, oxygen, or sulfur nucleophiles, respectively. Especially in the case of quinazolinones, this convenient strategy enables the access to heterocycles of heightened

  在新的三组分一锅法反应中，实现了易于参与的环状亚胺与酰基氯的有效转化，该亚胺能够参与亲核芳香族取代（S N Ar）反应，至少产生三环环化喹唑啉酮，苯并恶嗪酮分别是由于使用了氮，氧或硫亲核试剂而产生的苯并噻嗪酮。特别是在喹唑啉酮的情况下，这种方便的策略使人们能够进入多样性更高的杂环，这为精细杂环骨架的有效衍生化提供了发展。在随后的Heck或Ullmann环化中，可以对所提及的喹唑啉酮进行进一步的环合。
• Synthesis of β-Oxabutyrolactams Starting from 2,5-Dihydrooxazoles
  作者：Jürgen Martens、Katharina Johannes、Jürgen Jakob、Mostafa Hatam

  DOI：10.1055/s-0029-1216959

  日期：2009.10

  A new synthetic pathway to generate β-oxabutyrolactams starting from 2,5-dihydrooxazoles is described. This procedure is based on the addition of acid chlorides to heterocyclic imines followed by oxidation in the presence of pyridinium chlorochromate.

  本文介绍了一种从 2,5-二氢恶唑生成 δ-氧代丁内酰胺的新合成途径。该方法是将酸氯化物加到杂环亚胺中，然后在氯铬酸吡啶鎓存在下进行氧化。
• A Novel and Convenient Route to Phosphono-Oligopeptides Derived from 1,3-Oxazolines, 1,3-Oxazines and 1,3-Thiazolines
  作者：Mostafa Hatam、Davoud Tehranfar、Jürgen Martens

  DOI：10.1080/00397919508015852

  日期：1995.6

  Abstract An efficient and simple method is described based on the Ugi -four component condensation (4CC) reaction for the synthesis of unnatural phosphonooligopepides derived from 1,3-oxazolines, 1,3-thiazolines and 1,3-oxazines.

  摘要 描述了一种基于 Ugi-四组分缩合 (4CC) 反应的高效简单方法，用于合成衍生自 1,3-恶唑啉、1,3-噻唑啉和 1,3-恶嗪的非天然膦酰寡肽。
• Single-Step Synthesis of Racemic Di- and Tripeptides Derived from Unnatural β-Hydroxy and β-Mercapto α-Amino, Acids by the Ugi Reaction
  作者：M. Hatam、D. Tehranfar、J. Martens

  DOI：10.1055/s-1994-25535

  日期：——

  An efficient single-step selective synthesis of oligopeptide analogues, which contain amino acid analogues and are derivatives of 3-thiazolidines and 3-oxazolidine, through the use of hydrochloric acid as the protecting agent is described. These compounds are prepared based on the Ugi four component condensation (4CC) reaction.

  本研究介绍了一种高效的单步选择性合成低聚肽类似物的方法，这种类似物含有氨基酸类似物，并且是 3-噻唑烷和 3-恶唑烷的衍生物，使用盐酸作为保护剂。这些化合物是根据乌基四组分缩合（4CC）反应制备的。
• Synthesis of different types of valerolactams starting from 2,5-dihydrooxazoles
  作者：Katharina Johannes、Jürgen Martens

  DOI：10.1016/j.tet.2009.10.107

  日期：2010.1

  Tricyclic valerolactams characterized by a variable heteroatom in gamma-position, for example, sulfur, oxygen or nitrogen, were synthesized starting from 2,5-dihydrooxazoles. The chosen synthetic procedures included the addition of thiosalicylic acid as well as the addition of salicyl chloride. The nitrogen containing lactams were prepared in a cycloaddition and subsequent oxidation. (C) 2009 Elsevier Ltd. All rights reserved.