3-(3'-methoxyphenyl)isochromane | 180068-10-4

• 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-(3'-methoxyphenyl)isochromane
• 英文别名: 3-(3-methoxyphenyl)-3,4-dihydro-1H-isochromene
• CAS: 180068-10-4
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: BROVKRRLTCOVIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(3'-methoxyphenyl)isochromane 在 二甲基二环氧乙烷 、 三氯氧磷 作用下， 以 吡啶 、 丙酮 为溶剂， 反应 5.0h， 生成 3-(3-methoxyphenyl)-1H-isochromen-1-one
  参考文献：
  名称：

  Oxidation of 3-arylisochromans by dimethyldioxirane. An easy route to substituted 3-arylisocoumarins

  摘要：

  The selective oxidation of the two different benzylethereal position of 3-arylisochromans by dimethyldioxirane as a function of different substituents on the aromatic rings was studied. The easy oxidation of these compounds was exploited for a new easy access to substituted 3-arylisocoumarins. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00917-5
• 作为产物：
  描述：

  1,3-二氢异苯并呋喃 在 萘 、 磷酸 、 lithium 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.5h， 生成 3-(3'-methoxyphenyl)isochromane
  参考文献：
  名称：

  Electron-Transfer-Induced Reductive Cleavage of Phthalans:  Reactivity and Synthetic Applications

  摘要：

  The behavior of phthalan (1a) was investigated under conditions of electron transfer from alkali metals in aprotic solvents. Reaction with lithium in the presence of a catalytic amount of naphthalene in THF led to the reductive cleavage of an arylmethyl carbon-oxygen bond, with formation of a stable dilithium compound. Trapping of this intermediate with several electrophiles (alkyl halides, carbonyl derivatives, CO2) was successful. The extension of this procedure to several substituted phthalans (1b-i) was investigated, and the regiochemistry as well as the synthetic usefulness of these reactions are discussed.

  DOI：

  10.1021/jo9604548

文献信息

• Electron-Transfer-Induced Reductive Cleavage of Phthalans:  Reactivity and Synthetic Applications
  作者：Ugo Azzena、Salvatore Demartis、Giovanni Melloni

  DOI：10.1021/jo9604548

  日期：1996.1.1

  The behavior of phthalan (1a) was investigated under conditions of electron transfer from alkali metals in aprotic solvents. Reaction with lithium in the presence of a catalytic amount of naphthalene in THF led to the reductive cleavage of an arylmethyl carbon-oxygen bond, with formation of a stable dilithium compound. Trapping of this intermediate with several electrophiles (alkyl halides, carbonyl derivatives, CO2) was successful. The extension of this procedure to several substituted phthalans (1b-i) was investigated, and the regiochemistry as well as the synthetic usefulness of these reactions are discussed.
• Oxidation of 3-arylisochromans by dimethyldioxirane. An easy route to substituted 3-arylisocoumarins
  作者：Paolo Bovicelli、Paolo Lupattelli、Benedetta Crescenzi、Anna Sanetti、Roberta Bernini

  DOI：10.1016/s0040-4020(99)00917-5

  日期：1999.12

  The selective oxidation of the two different benzylethereal position of 3-arylisochromans by dimethyldioxirane as a function of different substituents on the aromatic rings was studied. The easy oxidation of these compounds was exploited for a new easy access to substituted 3-arylisocoumarins. (C) 1999 Elsevier Science Ltd. All rights reserved.