(±)-1-(1-(2-iodophenoxy)-3-methylbut-3-en-1-yl)naphthalene | 1398038-67-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (±)-1-(1-(2-iodophenoxy)-3-methylbut-3-en-1-yl)naphthalene
• CAS: 1398038-67-9
• 化学式: C₂₁H₁₉IO
• 分子量: 414.286
• InChiKey: MADLNTWWYMIRQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.53
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (±)-1-(1-(2-iodophenoxy)-3-methylbut-3-en-1-yl)naphthalene 在 二(三叔丁基膦)钯 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 14.0h， 以96%的产率得到(±)-4-(iodomethyl)-4-methyl-2-(naphthalen-1-yl)chroman
  参考文献：
  名称：

  Functionalized Chromans and Isochromans via a Diastereoselective Pd(0)-Catalyzed Carboiodination

  摘要：

  A diastereoselective approach to isochromans and chromans via Pd(0)-catalyzed carboiodination is reported. The transformations using this methodology display excellent yields and diastereoselectivities as well as broad functional group compatibility. The selectivity observed in these cyclizations, forming isochroman or chroman targets, is postulated to originate from the minimization of A(1,2) strain and axial axial interactions, respectively. This method has also been used to highlight the concept of reversible oxidative addition to carbon iodine bonds in polyiodinated substrates.

  DOI：

  10.1021/ol302111y
• 作为产物：
  描述：

  1-萘甲醛 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 12.33h， 生成 (±)-1-(1-(2-iodophenoxy)-3-methylbut-3-en-1-yl)naphthalene
  参考文献：
  名称：

  Functionalized Chromans and Isochromans via a Diastereoselective Pd(0)-Catalyzed Carboiodination

  摘要：

  A diastereoselective approach to isochromans and chromans via Pd(0)-catalyzed carboiodination is reported. The transformations using this methodology display excellent yields and diastereoselectivities as well as broad functional group compatibility. The selectivity observed in these cyclizations, forming isochroman or chroman targets, is postulated to originate from the minimization of A(1,2) strain and axial axial interactions, respectively. This method has also been used to highlight the concept of reversible oxidative addition to carbon iodine bonds in polyiodinated substrates.

  DOI：

  10.1021/ol302111y