(3-bromopropyl)(phenyl)selane | 118824-31-0

• 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: (3-bromopropyl)(phenyl)selane
• 英文别名: 3-bromopropylselanylbenzene
• CAS: 118824-31-0
• 化学式: C₉H₁₁BrSe
• 分子量: 278.05
• InChiKey: XXKXBSARZUYLSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  11.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (3-bromopropyl)(phenyl)selane 在 sodium hydride 作用下， 反应 4.33h， 生成 6-(but-3-enyl)-3-(3-phenylselenopropanoxy)cyclohex-2-en-1-one
  参考文献：
  名称：

  使用自由基环化合成螺醚

  摘要：

  可通过简单的自由基环化途径获得多种螺醚产物，包括一种双螺化合物。

  DOI：

  10.1016/s0040-4020(01)85436-3
• 作为产物：
  描述：

  γ-Phenylselenenylpropanol 在 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以61%的产率得到(3-bromopropyl)(phenyl)selane
  参考文献：
  名称：

  使用自由基环化合成螺醚

  摘要：

  可通过简单的自由基环化途径获得多种螺醚产物，包括一种双螺化合物。

  DOI：

  10.1016/s0040-4020(01)85436-3

文献信息

• Short Total Synthesis of Ajoene
  作者：Filipa Silva、Shaista S. Khokhar、Danielle M. Williams、Robert Saunders、Gareth J. S. Evans、Michael Graz、Thomas Wirth

  DOI：10.1002/anie.201808605

  日期：2018.9.17

  We describe a short total synthesis of ajoene, a major biologically active constituent of garlic. The instability of allicin as the only other known alternative starting material has led to the development of a reliable procedure for the synthesis of ajoene from simple building blocks that is also suitable for upscale operations.

  我们描述了大蒜主要生物活性成分阿霍烯的简短全合成。大蒜素作为唯一已知的替代起始材料的不稳定性导致开发出一种可靠的方法，用于从简单的结构单元合成阿霍烯，该方法也适用于高档操作。
• Facile synthesis of functionalised spiroethers via radical cyclisations
  作者：Donald S. Middleton、Nigel S. Simpkins、Nicholas K. Terrett

  DOI：10.1016/s0040-4039(00)80286-5

  日期：1988.1

  Alcohols bearing suitable chains for radical initiation are smoothly condensed with cyclic β-diketones to afford systems which undergo radical cyclisation to give various spiroether products.

  将带有适合于自由基引发的链的醇与环状β-二酮平稳地缩合，得到进行自由基环化以生成各种螺醚产物的体系。
• Visible-Light-Induced decarboxylative selenation of N-Hydroxyphthalimide esters with diselenides to unsymmetrical monoselenides
  作者：Hao-Cheng Guo、Junyue Lin、Miao-Chang Liu、Yun-Bing Zhou、Hua-Yue Wu

  DOI：10.1016/j.tetlet.2023.154825

  日期：2023.11

  photoinduced decarboxylative C-Se bond-forming reaction employing alkyl N-hydroxyphthalimide esters as alkylation reagents and acid red 94 as an inexpensive photocatalyst has been documented. A broad range of alkyl N-hydroxyphthalimide esters were tolerated for this decarboxylation process, providing a series of unsymmetrical monoselenides with good to excellent yields. The mild conditions and the excellent

  使用烷基N-羟基邻苯二甲酰亚胺酯作为烷基化试剂和酸性红94作为廉价光催化剂的光诱导脱羧C-Se键形成反应已被记载。该脱羧过程可耐受多种烷基N-羟基邻苯二甲酰亚胺酯，从而提供一系列具有良好至优异产率的不对称单硒化物。温和的条件和优异的官能团耐受性使得药物分子和天然产物的后期修饰成为可能。
• Total Synthesis of Jatrophane Diterpenes from <i>Euphorbia characias</i>
  作者：Christoph Schnabel、Martin Hiersemann

  DOI：10.1021/ol900819u

  日期：2009.6.18

  The enantioselective total synthesis of the jatrophane diterpene (-)-15-O-acetyl-3-O-propionylcharaciol is described. Starting from an advanced cyclopentane building block, a B-alkyl Suzuki-Miyaura cross-coupling and carbonyl addition were utilized to assemble a fully functionalized triene, and a ring-closing metathesis was then employed to construct the rigid 12-membered ring. Twenty-five years after the original report on the isolation of the natural product, our total synthesis unambiguously corroborates the original tentative structural assignment.
• Oxidative radical cyclisations onto imidazoles and pyrroles using Bu3SnH
  作者：Fawaz Aldabbagh、W.Russell Bowman、Emma Mann

  DOI：10.1016/s0040-4039(97)10052-1

  日期：1997.11

  Oxidative radical cyclisation using Bu3SnH has been used for the synthesis of [1,2-c]-fused imidazoles and [1,2-a]-fused pyrroles from imidazolecarbaldehydes and acylpyrroles respectively. The intermediate nucleophilic N-alkyl radicals cyclise onto imidazole and pyrrole rings followed by oxidative re-aromatisation. (C) 1997 Elsevier Science Ltd.