| 1414809-50-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1414809-50-9
• 化学式: C₁₆H₁₉Br
• 分子量: 291.231
• InChiKey: WUZULDKDGFLSCT-UHFFFAOYSA-N

物化性质

• 沸点：
  356.4±35.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.07
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  在 水 、 silver fluoride 、 三氟乙酸 作用下， 反应 6.0h， 以65%的产率得到2-bromo-1-(4-(4-ethylcyclohexyl)phenyl)ethan-1-one
  参考文献：
  名称：

  AgF/TFA-promoted highly efficient synthesis of α-haloketones from haloalkynes

  摘要：

  A AgF/TFA-promoted highly efficient synthesis of a wide range of alpha-haloketones from haloalkynes is described. The reactions are conducted under convenient conditions and provide products in moderate to excellent yields, with broad substrate scope, including a variety of aromatic chloroalkynes and bromoalkynes. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.027
• 作为产物：
  描述：

  1-ethynyl-4-(4-ethylcyclohexyl)benzene 在 N-溴代丁二酰亚胺(NBS) 、 silver nitrate 作用下， 以 丙酮 为溶剂， 生成
  参考文献：
  名称：

  钯催化的不饱和双环羧酸的炔基内酯化反应：稠合多环 γ-内酯化合物的合成

  摘要：

  不饱和双环羧酸与溴炔烃发生钯催化偶联，以中等至良好的收率生产γ-炔基内酯，并具有优异的化学和区域选择性。反应条件极其温和，在优化的反应条件下可以耐受甲基、甲氧基、氯和溴等官能团。此外，γ-氯烯基内酯可以通过使用分子氧作为唯一氧化剂的缺电子C≡C键的氯钯化/碳酯化而轻松合成。

  DOI：

  10.1002/ejoc.201300037

文献信息

• Synthesis of thioamides via one-pot A³-coupling of alkynyl bromides, amines, and sodium sulfide
  作者：Yadong Sun、Huanfeng Jiang、Wanqing Wu、Wei Zeng、Jianxiao Li

  DOI：10.1039/c3ob42275e

  日期：——

  We herein describe a novel method for the synthesis of thioamides by a three component condensation of alkynyl bromides, amines, and Na₂S·9H₂O.

  我们在此描述了一种新颖的方法，通过炔基溴化物、胺和Na₂S·9H₂O的三组分缩合合成硫代酰胺。
• Synthesis of 3-bromosubstituted pyrroles via palladium-catalyzed intermolecular oxidative cyclization of bromoalkynes with N-allylamines
  作者：Jia Zheng、Liangbin Huang、Zun Li、Wanqing Wu、Jianxiao Li、Huanfeng Jiang

  DOI：10.1039/c4cc10322j

  日期：——

  This paper describes a novel palladium-catalyzed oxidative cyclization of bromoalkynes with N-allylamines via cascade formation of C-N and C-C bonds. During this process, the bromine atom was retained to form 3-bromo-pyrroles, which can undergo the subsequent structural modifications.

  本文描述了一种新的钯催化的溴炔烃与N-烯丙基胺通过CN和CC键的级联形成的氧化环化反应。在此过程中，溴原子被保留形成3-溴-吡咯，可对其进行随后的结构修饰。
• Palladium‐Catalyzed Cascade Annulation To Construct Functionalized β‐ and γ‐Lactones in Ionic Liquids
  作者：Jianxiao Li、Wanfei Yang、Shaorong Yang、Liangbin Huang、Wanqing Wu、Yadong Sun、Huanfeng Jiang

  DOI：10.1002/anie.201403341

  日期：2014.7.7

  A highly efficient and mild palladium‐catalyzed, one‐pot, four‐step cascade annulation has been developed to afford functionalized β‐ and γ‐lactones in moderate to good yields with high regio‐ and diastereoselectivities in ionic liquids. The employment of ionic liquids under mild reaction conditions makes this transformation green and practical. Especially, this reaction provided a novel and convenient

  已经开发出了一种高效，温和的钯催化，一锅，四步级联反应，以中等至良好的产率提供官能化的β-和γ-内酯，并在离子液体中具有较高的区域选择性和非对映选择性。在温和的反应条件下使用离子液体使这种转化绿色而实用。特别是，该反应为构建天然存在的生物活性β-和γ-内酯提供了一种新颖便捷的方法。
• Palladium-catalyzed tandem reaction of o-aminophenols, bromoalkynes and isocyanides to give 4-amine-benzo[b][1,4]oxazepines
  作者：Bifu Liu、Yibiao Li、Meizhou Yin、Wanqing Wu、Huanfeng Jiang

  DOI：10.1039/c2cc35802f

  日期：——

  A robust route to 4-amine-benzo[b][1,4]oxazepines relying upon a palladium-catalyzed tandem reaction of o-aminophenols, bromoalkynes and isocyanides has been developed. This chemistry presumably proceeds through the migratory insertion of isocyanides into the vinyl-palladium intermediate as a key step.

  已经开发了一种依靠邻氨基苯酚，溴代炔烃和异氰化物的钯催化串联反应制得4-胺-苯并[b] [1,4]氧杂ze庚烷的可靠方法。该化学过程大概是通过将异氰酸酯迁移插入乙烯基钯中间体作为关键步骤而进行的。
• Palladium-Catalyzed Coupling of Alkynes with Unactivated Alkenes in Ionic Liquids: A Regio- and Stereoselective Synthesis of Functionalized 1,6-Dienes and Their Analogues
  作者：Jianxiao Li、Shaorong Yang、Huanfeng Jiang、Wanqing Wu、Jinwu Zhao

  DOI：10.1021/jo402159d

  日期：2013.12.20

  A palladium-catalyzed regio- and stereoselective intermolecular tandem reaction of alkynes and unactivated 1,6-ionic liquids is described, providing a practical, efficient, and versatile method for the synthesis of functionalized 1,6-dienes in moderate to good yields. The present reaction has high functional-group tolerance and gives products on a gram scale. Mechanistic studies indicate that the reaction might proceed via a chain-walking mechanism.