3-benzoyl-1-isopropyl-2-phenylaziridine | 412309-43-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-benzoyl-1-isopropyl-2-phenylaziridine
• 英文别名: (1-isopropyl-3-phenyl-aziridin-2-yl)-phenyl-methanone；3-Benzoyl-1-isopropyl-2-phenyl-aziridin；1-Isopropyl-2-benzoyl-3-phenylaziridin；Methanone, [1-(1-methylethyl)-3-phenyl-2-aziridinyl]phenyl-, cis-；phenyl-(3-phenyl-1-propan-2-ylaziridin-2-yl)methanone
• CAS: 412309-43-4
• 化学式: C₁₈H₁₉NO
• 分子量: 265.355
• InChiKey: KXBKDIBUMSCJGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  20.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-硝基异硫氰酸苯酯 、 3-benzoyl-1-isopropyl-2-phenylaziridine 以 苯 为溶剂， 生成 [3-isopropyl-5-(3-nitro-anilino)-2-phenyl-2,3-dihydro-thiazol-4-yl]-phenyl-methanone
  参考文献：
  名称：

  Reaction of 3-aroylaziridines with aryl isothiocyanates

  摘要：

  3-芳酰基环氧丙烷与各种芳基异硫氰酸酯在回流苯中反应，可产生(a) [2+3]环加成反应得到4-芳酰基-5-芳基氨基-4-噻唑烷和/或(b) 2-芳基氨基-4-芳酰基-4-噻唑烷。当环氧丙烷的N-取代基为环己基或异丙基时，产物类型(a)的产量较大，但当N-取代基为甲基时，产物类型(b)的产量较大。这些反应提供了新型4-芳酰基-4-噻唑烷的便利一步合成方法。

  DOI：

  10.1139/v69-589

文献信息

• Reaction of 3-aroylaziridines with diphenylcyclopropenone. Synthesis and properties of novel 4-aroyl-4-oxazolines
  作者：J. W. Lown、R. K. Smalley、G. Dallas、T. W. Maloney

  DOI：10.1139/v70-014

  日期：1970.1.1

  3-Aroylaziridines and 3-acylaziridines react with diphenylcyclopropenone with the formation of novel 4-aroyl-4-oxazolines and 4-acyl-4-oxazolines respectively. The unusual physical and chemical properties of these reactive heterocycles are discussed.

  3-Aroylaziridines 和 3-acylaziridines 与二苯基环丙烯酮反应，分别形成新的 4-aroyl-4-oxazolines 和 4-acyl-4-oxazolines。讨论了这些反应性杂环的不寻常的物理和化学性质。
• The reaction of 2-arenoylaziridines with aldehydes to form oxazolidines
  作者：G. Dallas、J. W. Lown、J. P. Moser

  DOI：10.1039/j39700002383

  日期：——

  undergo thermal 1,3-dipolar addition to aromatic aldehydes and chloral via azomethine ylides to give exclusively 4-arenoyloxazolidines. Proof of the orientation of the addition was obtained and the formation of an alternative ring-expansion product was excluded by specific deuterium-labelling experiments. The lack of dependence of the course of the reaction on the stereochemistry of the aziridine, and

  2-芳基氮杂叠氮烷经过偶氮甲亚胺与芳族醛和氯醛进行热1,3-偶极加成，仅得到4-芳基酰基恶唑烷。获得了添加方向的证明，并且通过特定的氘标记实验排除了替代性扩环产物的形成。缺乏反应过程对氮丙啶的立体化学的依赖性，以及观察到的缺乏恶唑烷的碱催化的差向异构化，表明恶唑烷通过更稳定的反式-偶氮甲碱内酯的排他性形成，并允许对产品的完全立体化学。
• Sain, Bir; Sandhu, J. S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 291 - 293
  作者：Sain, Bir、Sandhu, J. S.

  DOI：——

  日期：——
• SAIN, BIR;SANDHU, J. S., INDIAN J. CHEM., 1985, 24, N 3, 291-293
  作者：SAIN, BIR、SANDHU, J. S.

  DOI：——

  日期：——
• Reaction of 3-aroylaziridines with aryl isothiocyanates
  作者：J. W. Lown、G. Dallas、T. W. Maloney

  DOI：10.1139/v69-589

  日期：1969.10.1

  3-Aroylaziridines react with a variety of aryl isothiocyanates in refuxing benzene to give either (a) 4-aroyl-5-arylamino-4-thiazolines by a [2 + 3] cycloaddition and/or (b) 2-arylamino-4-aroyl-4-thiazolines. When the N-substituent of the aziridine is cyclohexyl or isopropyl the product type (a) is isolated in greater quantity, but when the N-substituent is methyl, product type (b) is isolated in greater quantity. The reactions provide convenient one-step syntheses of new 4-aroyl-4-thiazolines.

  3-芳酰基环氧丙烷与各种芳基异硫氰酸酯在回流苯中反应，可产生(a) [2+3]环加成反应得到4-芳酰基-5-芳基氨基-4-噻唑烷和/或(b) 2-芳基氨基-4-芳酰基-4-噻唑烷。当环氧丙烷的N-取代基为环己基或异丙基时，产物类型(a)的产量较大，但当N-取代基为甲基时，产物类型(b)的产量较大。这些反应提供了新型4-芳酰基-4-噻唑烷的便利一步合成方法。