5-(benzo[d][1,3]dioxol-5-yl)-3-bromocyclohex-2-en-1-one | 1312794-12-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 5-(benzo[d][1,3]dioxol-5-yl)-3-bromocyclohex-2-en-1-one
• CAS: 1312794-12-9
• 化学式: C₁₃H₁₁BrO₃
• 分子量: 295.133
• InChiKey: KQQIVVWGNGJCQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-(benzo[d][1,3]dioxol-5-yl)-3-bromocyclohex-2-en-1-one 、 4-碘苯硼酸 在 potassium carbonate 作用下， 反应 0.17h， 生成 5-(benzo[d][1,3]dioxol-5-yl)-4'-iodo-5,6-dihydro-[1,1'-biphenyl]-3(4H)-one
  参考文献：
  名称：

  Design, Synthesis, and Diversification of 3,5-Substituted Enone Library

  摘要：

  This paper describes the synthesis of a 300 member library of 3,5-substituted enones. The synthesis starts with 6 different bromoenones that are accessed from the corresponding 1,3 diones. These bromides are then diversified by Suzuki coupling with a variety of aromatic and vinyl boronic acids. Additionally a small series of triazoles was synthesized by a Sonogashira coupling reaction dipolar cycloacklition sequence. The library was analyzed by principal component analysis to examine its diversity.

  DOI：

  10.1021/co200070m
• 作为产物：
  描述：

  5-[3,4-(甲二氧基)苯基]-1,3-环己二酮 在 溴 、 三乙胺 、 三苯基膦 作用下， 以 苯 为溶剂， 以90%的产率得到5-(benzo[d][1,3]dioxol-5-yl)-3-bromocyclohex-2-en-1-one
  参考文献：
  名称：

  Design, Synthesis, and Diversification of 3,5-Substituted Enone Library

  摘要：

  This paper describes the synthesis of a 300 member library of 3,5-substituted enones. The synthesis starts with 6 different bromoenones that are accessed from the corresponding 1,3 diones. These bromides are then diversified by Suzuki coupling with a variety of aromatic and vinyl boronic acids. Additionally a small series of triazoles was synthesized by a Sonogashira coupling reaction dipolar cycloacklition sequence. The library was analyzed by principal component analysis to examine its diversity.

  DOI：

  10.1021/co200070m