2-(1,3-Benzodioxol-5-ylmethylidene)-5,5-dimethylcyclohexane-1,3-dione | 449786-00-9

• 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: 2-(1,3-Benzodioxol-5-ylmethylidene)-5,5-dimethylcyclohexane-1,3-dione
• CAS: 449786-00-9
• 化学式: C₁₆H₁₆O₄
• 分子量: 272.301
• InChiKey: UQCGZKSDOPJIKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1,3-Benzodioxol-5-ylmethylidene)-5,5-dimethylcyclohexane-1,3-dione 、 对苯二酚 在 Laccase from basidiomycetous fungus 、 双氧水 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以43%的产率得到9-(benzo[d][1,3]dioxol-5-yl)-5,8-dihydroxy-3,3-dimethyl-2,3,4,9-tetrahydro-1H-xanthen-1-one
  参考文献：
  名称：

  来自担子菌真菌的漆酶通过多米诺反应催化合成取代的5-Deaza-10-oxaflavlavins 。

  摘要：

  Abstractmagnified imageThe present investigation provides a simple and convenient route for the synthesis of substituted 5‐deaza‐10‐oxaflavins owing to their importance as probable redox coenzymes. The reaction of α,β‐unsaturated derivatives of barbituric acid and dimedone with catechol or 1,4‐hydroquinones was catalyzed using laccase in aqueous medium. Quinones, generated in situ by the oxidation of the corresponding catechol or 1,4‐hydroquinones, underwent a domino reaction with chalcones to produce 5‐deaza‐10‐oxaflavins and tetrahydroxanthen‐1‐ones.

  DOI：

  10.1002/adsc.200800611

文献信息

• Laccase from Basidiomycetous Fungus Catalyzes the Synthesis of Substituted 5-Deaza-10-oxaflavins<i>via</i>a Domino Reaction
  作者：Mazaahir Kidwai、Roona Poddar、Sarika Diwaniyan、Ramesh Chander Kuhad

  DOI：10.1002/adsc.200800611

  日期：2009.3

  Abstractmagnified imageThe present investigation provides a simple and convenient route for the synthesis of substituted 5‐deaza‐10‐oxaflavins owing to their importance as probable redox coenzymes. The reaction of α,β‐unsaturated derivatives of barbituric acid and dimedone with catechol or 1,4‐hydroquinones was catalyzed using laccase in aqueous medium. Quinones, generated in situ by the oxidation of the corresponding catechol or 1,4‐hydroquinones, underwent a domino reaction with chalcones to produce 5‐deaza‐10‐oxaflavins and tetrahydroxanthen‐1‐ones.