1-dodecyl-4-(p-methoxyphenyl)-1,2,3-triazole | 1414891-23-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-dodecyl-4-(p-methoxyphenyl)-1,2,3-triazole
• 英文别名: 1-Dodecyl-4-(4-methoxyphenyl)triazole；1-dodecyl-4-(4-methoxyphenyl)triazole
• CAS: 1414891-23-8
• 化学式: C₂₁H₃₃N₃O
• 分子量: 343.513
• InChiKey: KKLPCTIFZZJQTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  25
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  39.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-叠氮十二烷 在 bis(triphenylphosphine)nickel(II) chloride 、 四丁基氟化铵 、 copper diacetate 、 sodium ascorbate 、 三环己基膦 作用下， 以 四氢呋喃 为溶剂， 生成 1-dodecyl-4-(p-methoxyphenyl)-1,2,3-triazole
  参考文献：
  名称：

  4-Organochalcogenoyl-1H-1,2,3-triazoles: synthesis and functionalization by a nickel-catalyzed Negishi cross-coupling reaction

  摘要：

  A general method for the synthesis of triazoles containing selenium and tellurium was accomplished via a CuCAAC reaction between organic azides and a terminal triple bond, generated by in situ deprotection of the silyl group. The reaction tolerates alkyl and arylazides, with alkyl and aryl substituents directly bonded to the chalcogen atom. The products were readily functionalized by a nickel-catalyzed Negishi cross-coupling reaction, furnishing the aryl-heteroaryl products at the 4-position in good yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.062

文献信息

• A versatile solvent-free azide–alkyne click reaction catalyzed by in situ generated copper nanoparticles
  作者：Atchutarao Pathigoolla、Ramachandra P. Pola、Kana M. Sureshan

  DOI：10.1016/j.apcata.2012.12.025

  日期：2013.2

  A general, high-yielding and efficient methodology for the copper catalyzed azide–alkyne cycloaddition (CuAAC) reaction catalyzed by in situ generated copper nanoparticles (CuNPs) or their clusters is reported. This simple reaction is facile in water, organic solvents and solvent-free conditions under ambient, open-air conditions and requires no special reaction conditions and chromatographic separation

  报告了一种由原位生成的铜纳米粒子（CuNPs）或其簇催化的铜催化的叠氮化物-炔烃环加成反应（CuAAC）的通用，高产且高效的方法。这种简单的反应易于在环境，露天条件下的水，有机溶剂和无溶剂条件下进行，并且不需要特殊的反应条件和色谱分离。
• 4-Organochalcogenoyl-1H-1,2,3-triazoles: synthesis and functionalization by a nickel-catalyzed Negishi cross-coupling reaction
  作者：Hélio A. Stefani、Daiana M. Leal、Flávia Manarin

  DOI：10.1016/j.tetlet.2012.09.062

  日期：2012.11

  A general method for the synthesis of triazoles containing selenium and tellurium was accomplished via a CuCAAC reaction between organic azides and a terminal triple bond, generated by in situ deprotection of the silyl group. The reaction tolerates alkyl and arylazides, with alkyl and aryl substituents directly bonded to the chalcogen atom. The products were readily functionalized by a nickel-catalyzed Negishi cross-coupling reaction, furnishing the aryl-heteroaryl products at the 4-position in good yields. (C) 2012 Elsevier Ltd. All rights reserved.