| 1314961-43-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• CAS: 1314961-43-7
• 化学式: C₂₁H₁₆O₂
• 分子量: 300.357
• InChiKey: JUJFJGBLRSNZNM-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  在 iron(III) chloride 作用下， 以 二氯甲烷 为溶剂， 以83%的产率得到7-methyl-3-(naphthalen-1-yl)-1H-isochromen-1-one
  参考文献：
  名称：

  Regioselective Synthesis of Isochromenones by Iron(III)/PhSeSePh-Mediated Cyclization of 2-Alkynylaryl Esters

  摘要：

  A series of 4-Se-(Te, S)-isochromenones and 3-substituted isochromenones were synthesized in good yields via FeCl3-mediated cyclization of alkynylaryl esters with different diorganyl dichalcogenides. This methodology was carried out at room temperature, using inexpensive and environmentally friendly iron salts as metallic source and under air atmosphere. The reaction showed to be tolerant to a range of substituents bonded into the aromatic ring of the diorganyl dichalcogenides as well as to alkyl groups directly bonded to the chalcogen atom. Alternatively, the cyclization reaction of 2-alkynylaryl esters with FeCl3, in the absence of diorganyl dichalcogenide, gave the isochromenones without the chalcogen moiety in the structure. This approach proved to be highly regioselective, providing only six-membered ring products, once the possible five-membered products were not observed in any experiments.

  DOI：

  10.1021/jo201211s