1-methoxy-3-phenyl-4-phenylselenyl-1H-isochromene

• 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: 1-methoxy-3-phenyl-4-phenylselenyl-1H-isochromene
• 英文别名: 1-methoxy-3-phenyl-4-phenylselanyl-1H-isochromene
• 化学式: C₂₂H₁₈O₂Se
• 分子量: 393.344
• InChiKey: HGEUOKNECYAAEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.22
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  邻溴苯甲醛 在 palladium catalyst copper(l) iodide 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 1-methoxy-3-phenyl-4-phenylselenyl-1H-isochromene
  参考文献：
  名称：

  Syntheses of Isochromenes and Naphthalenes by Electrophilic Cyclization of Acetylenic Arenecarboxaldehydes

  摘要：

  Highly substituted 1H-isochromenes, isobenzofurans, and pyranopyridines can be prepared by allowing o-(1-alkynyl)arenecarboxaldehydes and ketones to react with I-2, ICI, NIS, Br-2, NBS, p-O2NC6H4SCl, or PhSeBr and various alcohols or carbon-based nucleophiles at room temperature. Naphthyl ketones and iodides are also readily prepared by the reaction of 2-(1-alkynyl)arenecarboxaldehydes with 12 and simple olefins or alkynes.

  DOI：

  10.1021/jo0524573

文献信息

• Efficient Syntheses of Heterocycles and Carbocycles by Electrophilic Cyclization of Acetylenic Aldehydes and Ketones
  作者：Dawei Yue、Nicola Della Cà、Richard C. Larock

  DOI：10.1021/ol049690s

  日期：2004.5.1

  substituted oxygen heterocycles can be prepared in good yields at room temperature by reacting o-(1-alkynyl)-substituted arene carbonyl compounds with NBS, I(2), ICl, p-O(2)NC(6)H(4)SCl, or PhSeBr and various alcohols or carbon-based nucleophiles. Naphthyl ketones and iodides are readily prepared by the reaction of 2-(1-alkynyl)arene-carboxaldehydes with I(2) and simple olefins or alkynes.

  通过使邻-（1-炔基）-取代的芳烃羰基化合物与NBS，I（2），ICl，pO（2）NC（6）H（4）SCl反应，可以在室温下以高收率制备高度取代的氧杂环，PhSeBr和各种醇或碳基亲核试剂。萘甲酮和碘化物可通过2-（1-炔基）芳烃-甲醛与I（2）和简单的烯烃或炔烃的反应制备。
• Syntheses of Isochromenes and Naphthalenes by Electrophilic Cyclization of Acetylenic Arenecarboxaldehydes
  作者：Dawei Yue、Nicola Della Cá、Richard C. Larock

  DOI：10.1021/jo0524573

  日期：2006.4.1

  Highly substituted 1H-isochromenes, isobenzofurans, and pyranopyridines can be prepared by allowing o-(1-alkynyl)arenecarboxaldehydes and ketones to react with I-2, ICI, NIS, Br-2, NBS, p-O2NC6H4SCl, or PhSeBr and various alcohols or carbon-based nucleophiles at room temperature. Naphthyl ketones and iodides are also readily prepared by the reaction of 2-(1-alkynyl)arenecarboxaldehydes with 12 and simple olefins or alkynes.