1-Benzyl-4-[4,4-dibromo-3-(4-octoxyphenyl)but-3-en-1-ynyl]triazole | 1257092-72-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-Benzyl-4-[4,4-dibromo-3-(4-octoxyphenyl)but-3-en-1-ynyl]triazole
• CAS: 1257092-72-0
• 化学式: C₂₇H₂₉Br₂N₃O
• 分子量: 571.355
• InChiKey: MNRNLNPIIGQDPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  33
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  4-正辛氧基苯甲酸 在 氯化亚砜 、 水 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 27.0h， 生成 1-Benzyl-4-[4,4-dibromo-3-(4-octoxyphenyl)but-3-en-1-ynyl]triazole
  参考文献：
  名称：

  Reactions of Terminal Polyynes with Benzyl Azide

  摘要：

  Terminal di-, tri-, tetra-, and pentaynes substituted with a variety of functional groups react with benzyl azide in the presence of CuSO4 center dot 5H(2)O and ascorbic acid to give derivatives of 4-ethynyl-, 4-butadiynyl-, 4-hexatriynyl-, and 4-octatetraynyl-,2,3-triazoles in moderate to good yields. These reactions appear to proceed regioselectively, and functionalization occurs exclusively at the terminal alkyne moiety. As well, no evidence of multiple azide additions to the polyyne framework is observed. X-ray crystallographic analysis of nine derivatives is used to document the regioselectivity of the reaction as well as outline structural characteristics of the 1,2,3-triazole products.

  DOI：

  10.1021/jo101870y

文献信息

• Reactions of Terminal Polyynes with Benzyl Azide
  作者：Thanh Luu、Boris J. Medos、Erin R. Graham、Danielle M. Vallee、Robert McDonald、Michael J. Ferguson、Rik R. Tykwinski

  DOI：10.1021/jo101870y

  日期：2010.12.17

  Terminal di-, tri-, tetra-, and pentaynes substituted with a variety of functional groups react with benzyl azide in the presence of CuSO4 center dot 5H(2)O and ascorbic acid to give derivatives of 4-ethynyl-, 4-butadiynyl-, 4-hexatriynyl-, and 4-octatetraynyl-,2,3-triazoles in moderate to good yields. These reactions appear to proceed regioselectively, and functionalization occurs exclusively at the terminal alkyne moiety. As well, no evidence of multiple azide additions to the polyyne framework is observed. X-ray crystallographic analysis of nine derivatives is used to document the regioselectivity of the reaction as well as outline structural characteristics of the 1,2,3-triazole products.