9-(5-methyl-2-thienyl)-9,10-dihydrophenanthrene

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 9-(5-methyl-2-thienyl)-9,10-dihydrophenanthrene
• 英文别名: 2-(9,10-Dihydrophenanthren-9-yl)-5-methylthiophene
• 化学式: C₁₉H₁₆S
• 分子量: 276.402
• InChiKey: DFDSQFOLWNPURX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(5-Methyl-thiophen-2-ylmethyl)-1H-benzotriazole 在 正丁基锂 、 zinc dibromide 作用下， 以 邻二氯苯 为溶剂， 反应 25.17h， 生成 9-(5-methyl-2-thienyl)-9,10-dihydrophenanthrene
  参考文献：
  名称：

  Functionalized (Benzotriazol-1-yl)methanes as 1,1-Dipole Synthon Equivalents in Diverse Annulations to Aromatic and Heteroaromatic Rings

  摘要：

  The title compounds la-e readily undergo deprotonation and subsequent reactions with the appropriate electrophiles to form intermediates of types 4 and 7 which, upon treatment with Lewis acids, cyclize to afford fused aromatics 5 and 8. Tetrahydronaphthalene 11a, 1,2,3,4-tetrahydrochromanes (11b-d, 13), indanes (16, 18), 9,10-dihydrophenanthrenes (21a-c, 25), and tetrahydro[1,2-alpha]indoles (28, 30) with phenyl, substituted phenyl, and thienyl substituents were prepared in this manner.

  DOI：

  10.1021/jo972156w

文献信息

• Functionalized (Benzotriazol-1-yl)methanes as 1,1-Dipole Synthon Equivalents in Diverse Annulations to Aromatic and Heteroaromatic Rings
  作者：Alan R. Katritzky、Xiaojing Wang、Linghong Xie、Dorin Toader

  DOI：10.1021/jo972156w

  日期：1998.5.1

  The title compounds la-e readily undergo deprotonation and subsequent reactions with the appropriate electrophiles to form intermediates of types 4 and 7 which, upon treatment with Lewis acids, cyclize to afford fused aromatics 5 and 8. Tetrahydronaphthalene 11a, 1,2,3,4-tetrahydrochromanes (11b-d, 13), indanes (16, 18), 9,10-dihydrophenanthrenes (21a-c, 25), and tetrahydro[1,2-alpha]indoles (28, 30) with phenyl, substituted phenyl, and thienyl substituents were prepared in this manner.