14-cyclohexyl-14H-dibenzo[a,j]xanthene | 1191065-21-0

• 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: 14-cyclohexyl-14H-dibenzo[a,j]xanthene
• 英文别名: 2-cyclohexyl-13-oxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4,6,8,10,15,17,19,21-decaene
• CAS: 1191065-21-0
• 化学式: C₂₇H₂₄O
• 分子量: 364.487
• InChiKey: UVXSAZDSJUEKNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 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：

  2-萘酚 、 环己烷基甲醛 在 indium(III) triflate 作用下， 以 水 为溶剂， 反应 15.0h， 以76%的产率得到14-cyclohexyl-14H-dibenzo[a,j]xanthene
  参考文献：
  名称：

  三氟甲磺酸铟催化一锅法合成14-烷基或芳基-14H-二苯并[a, j]呫吨在水中

  摘要：

  已开发出一种温和、高效且环境友好的方法，用于在催化量的铟 (III) 存在下，通过 2-萘酚和醛缩合合成 14-烷基或芳基-14H-二苯并[a, j] 呫吨。 ) 三氟甲磺酸酯 (2 mol%) 在 100°C 的水中。反应中使用了不同类型的芳香族和脂肪族醛，并且在所有情况下都以中等至极好的收率合成了产物。© 2009 Wiley Periodicals, Inc. 杂原子化学 20:232–234, 2009; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20539

  DOI：

  10.1002/hc.20539

文献信息

• Rapid, efficient and solvent-free synthesis of (un)symmetrical xanthenes catalyzed by recyclable sulfated polyborate
  作者：Manisha S. Patil、Amey V. Palav、Chetan K. Khatri、Ganesh U. Chaturbhuj

  DOI：10.1016/j.tetlet.2017.06.027

  日期：2017.7

  straightforward approach to the synthesis of 1,8-dioxo-octahydroxanthenes, 14-phenyl-14H-dibenzo[a,j]xanthene and tetrahydrobenzoxanthene-11-ones under solvent-free conditions using sulfated polyborate as a highly efficient catalyst. The procedure offers several advantages including cleaner reaction profile, mild reaction condition, economic, recyclable and environmentally benign catalyst, high yields, simple

  本研究描述了一种在无溶剂条件下使用硫酸盐快速合成1,8-二氧-八氢氧杂蒽，14-苯基-14 H-二苯并[ a，j ]氧杂蒽和四氢苯并氧杂蒽-11的快速，简单和直接的方法。多硼酸盐作为高效催化剂。该方法具有几个优点，包括更清洁的反应曲线，温和的反应条件，经济，可循环使用和对环境无害的催化剂，高收率，简单的实验和后处理程序。尽管非萃取性后处理/纯化以及催化剂的可重复使用性使该方法在经济上可大规模使用。
• Convenient synthesis of novel 2,2-dialkyl-1,2-dihydronaphtho[2,1-b]furans
  作者：Doug Vaughan、Amitabh Jha

  DOI：10.1016/j.tetlet.2009.07.087

  日期：2009.10

  2,2-dialkylacetaldehydes with electron-rich 2-naphthols in presence of p-TSA under closed-vessel solvent-free microwave irradiation conditions resulted in formation of corresponding dihydronaphtho[2,1-b]furans in good to excellent yields. In several cases, small amounts of 14-alkyl-14H-dibenzo[a,j]xanthenes were also formed.

  2，2-二烷基乙醛与p -TSA存在下的富电子2-萘在密闭容器无溶剂微波辐射条件下反应，可形成相应的二氢萘[2，1- b ]呋喃，收率高至优异。在几种情况下，还形成了少量的14-烷基-14 H-二苯并[ a，j ]蒽。
• An efficient, high yielding, and eco-friendly method for the synthesis of 14-aryl- or 14-alkyl-14H-dibenzo[a,j]xanthenes using polyvinylsulfonic acid as a recyclable Brønsted acid catalyst
  作者：Ali Rahmatpour

  DOI：10.1007/s00706-011-0537-z

  日期：2011.12

  Aryl or alkyl-14H-dibenzo[a,j]xanthene derivatives were synthesized efficiently by the reaction of 2-naphthol and aromatic or aliphatic aldehydes in the presence of polyvinylsulfonic acid (PVSA) as a reusable Bronsted acid catalyst under aqueous conditions at 90 A degrees C. This reaction was studied under different conditions, and several solvents were examined. In terms of reaction yield and time, water was found to be the optimum solvent. The catalytic performance of PVSA was then compared with various acidic catalysts under optimized reaction conditions. The catalyst is well characterized using IR and DSC techniques.