3-benzyl-1H-isochromene | 31509-91-8

• 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: 3-benzyl-1H-isochromene
• 英文别名: 3-benzyl-1H-isochromene；3-Benzyl-isochromen
• CAS: 31509-91-8
• 化学式: C₁₆H₁₄O
• 分子量: 222.287
• InChiKey: YYQAVHQPOBLQFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2-(3-phenylprop-1-yn-1-yl)benzaldehyde 在 dichloro(pyridine-2-carboxylato)gold(III) 、 二氢吡啶 作用下， 以 甲苯 为溶剂， 以82%的产率得到3-benzyl-1H-isochromene
  参考文献：
  名称：

  Synthesis of Functionalized 1H-Isochromene Derivatives via a Au-Catalyzed Domino Cycloisomerization/Reduction Approach

  摘要：

  A Au-catalyzed versatile and efficient access to 1H-isochromenes is reported. The efficiency of the [AuCl2(Pic)] complex (15 mol %) was demonstrated and allowed a domino cycloisomerization/reduction reaction process starting from a wide range of functionalized ortho-alkynylbenzaldehydes and one example of ortho-alkynylpyridinylaldehyde. The smooth reaction conditions were amenable to aryl- and alkyl-substituted alkynyl derivatives, as well as functionalized halogen and ether moieties, leading to a chemo- and regioselective 6-endo-cyclization with good to excellent yields.

  DOI：

  10.1021/acs.orglett.5b03146