10-(3,4-Dimethoxyphenyl)-7,9-dihydro-[2]benzofuro[5,6-g][1,3]benzodioxole | 1276122-27-0

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 10-(3,4-Dimethoxyphenyl)-7,9-dihydro-[2]benzofuro[5,6-g][1,3]benzodioxole
• 英文别名: 10-(3,4-dimethoxyphenyl)-7,9-dihydro-[2]benzofuro[5,6-g][1,3]benzodioxole
• CAS: 1276122-27-0
• 化学式: C₂₁H₁₈O₅
• 分子量: 350.371
• InChiKey: HFPVUVVHHMPNIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-[3-[3-(3,4-Dimethoxyphenyl)prop-2-ynoxy]prop-1-ynyl]-1,3-benzodioxole 在 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 4-(benzo[d][1,3]dioxol-5-yl)-5,6-dimethoxy-1,3-dihydronaphtho[2,3-c]furan 、 4-(benzo[d][1,3]dioxol-5-yl)-6,7-dimethoxy-1,3-dihydronaphtho[2,3-c]furan 、 10-(3,4-Dimethoxyphenyl)-7,9-dihydro-[2]benzofuro[5,6-g][1,3]benzodioxole 、 5-(3,4-dimethoxy-phenyl)-6,8-dihydro-furo[3′,4’:6,7]naphtha[2,3-d][1,3]dioxole
  参考文献：
  名称：

  A Garratt–Braverman route to aryl naphthalene lignans

  摘要：

  A series of aryl naphthalene lignans were prepared in good yields starting from substituted bis-propargyl ethers. The method involved a base-mediated Garratt-Braverman cyclization followed by benzylic oxidation to the lactone. The chemoselectivity in the GB cyclization and the regioselectivity in the benzylic oxidation could be achieved by controlling the electronic nature of the aryl-substituents as well as by changing the substitution pattern of the two aryl rings. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.011

文献信息

• A Garratt–Braverman route to aryl naphthalene lignans
  作者：Sayantan Mondal、Manasi Maji、Amit Basak

  DOI：10.1016/j.tetlet.2011.01.011

  日期：2011.3

  A series of aryl naphthalene lignans were prepared in good yields starting from substituted bis-propargyl ethers. The method involved a base-mediated Garratt-Braverman cyclization followed by benzylic oxidation to the lactone. The chemoselectivity in the GB cyclization and the regioselectivity in the benzylic oxidation could be achieved by controlling the electronic nature of the aryl-substituents as well as by changing the substitution pattern of the two aryl rings. (C) 2011 Elsevier Ltd. All rights reserved.