2-((E)-1-methylprop-1-enyl)-6-bromochroman-4-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-((E)-1-methylprop-1-enyl)-6-bromochroman-4-one
• 英文别名: 6-bromo-2-[(E)-but-2-en-2-yl]-2,3-dihydrochromen-4-one
• 化学式: C₁₃H₁₃BrO₂
• 分子量: 281.149
• InChiKey: BGDZIXIVYRBULW-FPYGCLRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (1-methylprop-1-en-1-yl)magnesium bromide 、 在 水 、 氯化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 2-((Z)-1-methylprop-1-enyl)-6-bromochroman-4-one 、 2-((E)-1-methylprop-1-enyl)-6-bromochroman-4-one
  参考文献：
  名称：

  Synthesis and antimicrobial activity of 2-alkenylchroman-4-ones, 2-alkenylthiochroman-4-ones and 2-alkenylquinol-4-ones

  摘要：

  2-Alkenylchroman-4-ones, 2-alkenylthiochroman-4-ones, and 2-alkenylquinol-4-ones were prepared with very good regioselectivity by Me3SiOTf-mediated conjugate addition of alkenylmagnesium bromides and alkenyllithium compounds to chromones thiochromones, and quinol-4-ones. A number of products exhibit a considerable antimicrobial activity. The best activity, with respect to the spectrum of antimicrobial activity, was observed for 2-vinylchroman-4-ones containing an unsubstituted vinyl group and a chloride group located at the chromanone moiety. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.10.043

文献信息

• Synthesis and antimicrobial activity of 2-alkenylchroman-4-ones, 2-alkenylthiochroman-4-ones and 2-alkenylquinol-4-ones
  作者：Nicole Hoettecke、Sven Rotzoll、Uwe Albrecht、Michael Lalk、Christine Fischer、Peter Langer

  DOI：10.1016/j.bmc.2008.10.043

  日期：2008.12.15

  2-Alkenylchroman-4-ones, 2-alkenylthiochroman-4-ones, and 2-alkenylquinol-4-ones were prepared with very good regioselectivity by Me3SiOTf-mediated conjugate addition of alkenylmagnesium bromides and alkenyllithium compounds to chromones thiochromones, and quinol-4-ones. A number of products exhibit a considerable antimicrobial activity. The best activity, with respect to the spectrum of antimicrobial activity, was observed for 2-vinylchroman-4-ones containing an unsubstituted vinyl group and a chloride group located at the chromanone moiety. (C) 2008 Elsevier Ltd. All rights reserved.