2-(5-methylhex-1-ynyl)phenol | 1398505-12-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(5-methylhex-1-ynyl)phenol
• CAS: 1398505-12-8
• 化学式: C₁₃H₁₆O
• 分子量: 188.269
• InChiKey: AEEUOLQFRIGKAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.18
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  乙烯基乙酸 、 2-(5-methylhex-1-ynyl)phenol 在 palladium(II) trifluoroacetate 、 copper(II) trifluoroacetate hydrate 、 1-(2-羟乙基)-3-甲基氯化咪唑鎓 作用下， 以76%的产率得到4-((2-isopentylbenzofuran-3-yl)methyl)oxetan-2-one
  参考文献：
  名称：

  Palladium-Catalyzed Tandem Annulation: A Strategy To Construct 2,3-Difunctionalized Benzofuran Derivatives in Ionic Liquids

  摘要：

  An efficient and ecofriendly method for the construction of 2,3-difunctionalized benzofuran derivatives in moderate to good yields from readily available 2-alkynylphenols has been developed. This tandem annulation process, featuring one pot, three steps, good functional group tolerance, and high atom economy, makes this transformation efficient and practical. Moreover, this protocol is scalable, illustrating its potential applications in synthetic and pharmaceutical chemistry.

  DOI：

  10.1021/acs.joc.5b00154

文献信息

• Cyclization-Carbonylation-Cyclization Coupling Reactions of N-Propargylanilines and o-Alkynylphenols with Palladium(II)-Bisoxazoline Catalysts
  作者：Keisuke Kato、Taichi Kusakabe、Emika Sekiyama、Yukari Ishino、Satoshi Motodate、Shigeki Kato、Tomoyuki Mochida

  DOI：10.1055/s-0031-1290805

  日期：2012.6

  Abstract Cyclization–carbonylation–cyclization coupling reactions (CCC-coupling reactions) of N-propargylanilines and o-alkynylphenols catalyzed by (box)Pd(II) complexes afforded symmetrical bis(quinolin-3-yl) and bis(benzofuran-3-yl) ketones, respectively, in moderate to excellent yields. Cyclization–carbonylation–cyclization coupling reactions (CCC-coupling reactions) of N-propargylanilines and o-alkynylphenols

  摘要 （盒）Pd（II）配合物催化的N-炔丙基苯胺和邻炔基苯酚的环化-羰基化-环化偶联反应（CCC偶联反应）得到对称的双（喹啉-3-基）和双（苯并呋喃-3-基）酮，分别以中等至优异的产率。 （盒）Pd（II）配合物催化的N-炔丙基苯胺和邻炔基苯酚的环化-羰基化-环化偶联反应（CCC偶联反应）得到对称的双（喹啉-3-基）和双（苯并呋喃-3-基）酮，分别以中等至优异的产率。