tetrahydro-2-(2-phenylethenyl)-2H-pyran | 70028-17-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tetrahydro-2-(2-phenylethenyl)-2H-pyran
• 英文别名: 2-styryltetrahydro-2H-pyran；1-(2-Tetrahydropyranyl)-2-phenylethylen；cis + trans-2-Styryl-tetrahydropyran；2-(2-Phenylethenyl)oxane
• CAS: 70028-17-0
• 化学式: C₁₃H₁₆O
• 分子量: 188.269
• InChiKey: PABUXBDZKKDNAF-UHFFFAOYSA-N

物化性质

• 沸点：
  87-90 °C(Press: 0.2 Torr)
• 密度：
  1.072±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  7-phenylhepta-5,6-dien-1-ol 在 iron(III) trifluoroacetate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 10.0h， 以85%的产率得到tetrahydro-2-(2-phenylethenyl)-2H-pyran
  参考文献：
  名称：

  Chemoselective Activities of Fe(III) Catalysts in the Hydrofunctionalization of Allenes

  摘要：

  A range of tetrahydropyrans and piperidines were produced by Fe(III)-catalyzed intramolecular hydroalkoxylation and hydroamination reactions of allenes. Various Fe catalysts with different counterions were tested. Their activities toward allene and alkene activation depended sensitively on their counterion and reaction conditions. Mechanistic study of the reaction intermediates found a new reaction pattern involving the Fe catalysts and diene substrates.

  DOI：

  10.1021/ol303021d

文献信息

• Substitution reactions of 2-benzenesulphonyl cyclic ethers with carbon nucleophiles
  作者：Dearg S. Brown、Maurizio Bruno、Raymond J. Davenport、Steven V. Ley

  DOI：10.1016/s0040-4020(01)81323-5

  日期：1989.1

  Direct substitution of 2-benzenesulphonyl cyclic ethers was studied using a variety of carbon nucleophiles. These nucleophiles included organozinc reagents (derived from aryl, vinyl and alkynyl Grignard reagents) or silyl enol ethers, silyl ketene acetals, allylsilanes and trimethylsilylcyanide in the presence of aluminum chloride. A general selectivity for the formation of the trans-product was observed

  使用多种碳亲核试剂研究了2-苯磺酰基环醚的直接取代。这些亲核试剂包括有机锌试剂（衍生自芳基，乙烯基和炔基格利雅试剂）或甲硅烷基烯醇醚，甲硅烷基乙烯酮缩醛，烯丙基硅烷和三甲基甲硅烷基氰化物。使用6-取代的砜观察到形成反式产物的一般选择性。
• Chemoselective Activities of Fe(III) Catalysts in the Hydrofunctionalization of Allenes
  作者：Min Seok Jung、Won Sun Kim、Ye Ho Shin、Ha Jeong Jin、Young Sam Kim、Eun Joo Kang

  DOI：10.1021/ol303021d

  日期：2012.12.21

  A range of tetrahydropyrans and piperidines were produced by Fe(III)-catalyzed intramolecular hydroalkoxylation and hydroamination reactions of allenes. Various Fe catalysts with different counterions were tested. Their activities toward allene and alkene activation depended sensitively on their counterion and reaction conditions. Mechanistic study of the reaction intermediates found a new reaction pattern involving the Fe catalysts and diene substrates.