2-pyridyl-14H-dibenzo[a,j]xanthene | 1037010-96-0

• 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: 2-pyridyl-14H-dibenzo[a,j]xanthene
• 英文别名: 14-(o-pyridyl)-14H-dibenzo[a,j]xanthene；2-(13-Oxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4,6,8,10,15,17,19,21-decaen-2-yl)pyridine；2-(13-oxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4,6,8,10,15,17,19,21-decaen-2-yl)pyridine
• CAS: 1037010-96-0
• 化学式: C₂₆H₁₇NO
• 分子量: 359.427
• InChiKey: UOTSPKWILCDDGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吡啶-2-甲醛 、 2-萘酚 在 iron(III) chloride 作用下， 反应 10.0h， 以84%的产率得到2-pyridyl-14H-dibenzo[a,j]xanthene
  参考文献：
  名称：

  无溶剂反应条件下FeCl3催化的2-萘酚和醛的缩合：合成14-芳基（烷基）-14-H-二苯并[a，j]蒽的高效和绿色替代品

  摘要：

  已经描述了2-萘酚与醛的铁催化缩合。在催化量的氯化亚铁（III）（5 mol％）的存在下，2-萘酚与醛的缩合反应顺利进行，从而在碱，酸，配体，无添加剂和无溶剂的反应条件。

  DOI：

  10.1002/cjoc.201190022

文献信息

• A novel polymeric catalyst for the one-pot synthesis of xanthene derivatives under solvent-free conditions
  作者：Behrooz Maleki、Shahram Barzegar、Zeinalabedin Sepehr、Mina Kermanian、Reza Tayebee

  DOI：10.1007/s13738-012-0092-5

  日期：2012.10

  simple, efficient, and environmentally benign route was developed for the preparation of 14-aryl or alkyl-14H-dibenzo[a,j]xanthene, 1,8-dioxo-octahydroxanthene and 12-aryl—8,9,10,12-tetrahydrobenzo[a]xanthene-11-ones from condensation of various aldehydes with (i) β-naphthol, (ii) cyclic 1,3-dicarbonyl compounds and (iii) β-naphthol and cyclic 1,3-dicarbonyl compounds, using novel polymeric catalyst [poly(AMPS-co-AA)]

  开发了一种简单，有效且环境友好的方法，用于制备14-芳基或烷基14 H-二苯并[a，j]氧杂蒽，1,8-二氧代-八氢氧杂蒽和12-芳基-8,9,10，各种醛与（i）β-萘酚，（ii）环状1,3-二羰基化合物和（iii）β-萘酚和环状1,3-二羰基化合物缩合而成的12-四氢苯并[a]黄嘌呤-11-酮，在无溶剂条件下使用新型聚合物催化剂[聚（AMPS-co-AA）]。使用容易获得的催化剂，更短的反应时间，更好的产率，反应的简单性，非均相系统和容易的后处理是本方法的优点。
• 1,3,5-Trichloro-2,4,6-Triazinetrion: A Versatile Heterocycle for the One-Pot Synthesis of 14-Aryl- or Alkyl -14H-Dibenzo[a,j]xanthene, 1,8-Dioxooctahydroxanthene and 12-Aryl-8,9,10,12-Tetrahydrobenzo[a]xanthene-11-one Derivatives under Solvent-Free Conditions
  作者：Behrooz Maleki、Mostafa Gholizadeh、Zeinalabedin Sepehr

  DOI：10.5012/bkcs.2011.32.5.1697

  日期：2011.5.20

  A facile, green, efficient and environment-friendly protocol for the synthesis of 14-aryl- or alkyl-14Hdibenzo[a,j]xanthene, 1,8-dioxooctahydroxanthene and 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-one have been developed by one-pot condensation of various aldehydes with (i) -naphthol (ii) cyclic 1,3-dicarbonyl compounds and (iii) -naphthol and cyclic 1,3-dicarbonyl compounds, in the presence

  一种简便、绿色、高效、环保的14-芳基-或烷基-14H二苯并[a,j]呫吨、1,8-二氧代八羟基呫吨和12-芳基-8,9,10,12-四氢苯并[a,j]xanthene的合成方法a]xanthene-11-one 已通过各种醛与 (i)-萘酚 (ii) 环状 1,3-二羰基化合物和 (iii)-萘酚和环状 1,3-二羰基化合物的一锅缩合开发，在在无溶剂条件下作为催化剂存在 1,3,5-trichloro-2,4,6-triazinetrion (trichloroisocyanuric acid, TCCA)。本方法具有反应清洁、方法简单、反应时间短、易于纯化和催化剂经济实用等优点。
• Brønsted Acidic Ionic Liquid as an Efficient and Reusable Catalyst for Synthesis of 14-Aryl- or 14-Alkyl-14H-dibenzo[a,j]xanthenes under Solvent-Free Conditions
  作者：Abdol Hajipour、Yosof Ghayeb、Nafisehsadat Sheikhan、Arnold Ruoho

  DOI：10.1055/s-0029-1219399

  日期：2010.3

  and efficient method has been developed for the preparation of 14-aryl- or 14-alkyl-14H-dibenzo[a,j]xanthenes from one-pot condensation of aldehydes with 2-naphthol using catalytic amount of Bronsted acidic ionic liquid ([TEBSA][HSO 4 ]) under thermal solvent-free conditions. Excellent yields, short reaction times, easy workup and reusability of the catalyst as well as solvent-free conditions are advantages

  已经开发了一种温和有效的方法，用于使用催化量的布朗斯台德酸性离子液体从醛与 2-萘酚的一锅缩合制备 14-芳基-或 14-烷基-14H-二苯并[a,j]呫吨（ [TEBSA][HSO 4 ]) 在无热溶剂条件下。该方法的优点是收率高、反应时间短、催化剂易于处理和可重复使用以及无溶剂条件。
• The one-pot synthesis of 14-aryl or alkyl-14H-dibenzo[a,j]xanthenes catalyzed by P2O5/Al2O3 under microwave irradiation
  作者：Amin Zarei、Abdol R. Hajipour、Leila Khazdooz

  DOI：10.1016/j.dyepig.2009.10.015

  日期：2010.5

  convenient and efficient procedure for the synthesis of 14-aryl or alkyl-14H-dibenzo[a,j]xanthenes by condensation of 2-naphthol and aldehydes in the presence of P2O5/Al2O3 is described. Both aromatic and aliphatic aldehydes react easily to afford the corresponding 14-aryl or alkyl-14H-dibenzo[a,j]xanthenes under microwave irradiation. This reaction was studied under different conditions; several solvents

  描述了在P 2 O 5 / Al 2 O 3存在下通过2-萘酚和醛的缩合来合成14-芳基或烷基-14 H-二苯并[ a，j ]黄嘌呤的简便有效的方法。芳族和脂族醛都容易反应，得到相应的14-芳基或烷基-14 H-二苯并[ a，j微波辐射下的]黄嘌呤。在不同条件下研究了该反应。检查了几种溶剂的转化率。在反应时间和产率方面，发现当在微波辐射下进行反应时获得最佳结果。
• Yb(OTf)3 catalyzed condensation reaction of β-naphthol and aldehyde in ionic liquids: a green synthesis of aryl-14H-dibenzo[a,j]xanthenes
  作者：Weike Su、Dong Yang、Can Jin、Bo Zhang

  DOI：10.1016/j.tetlet.2008.03.124

  日期：2008.5

  A facile, efficient and green synthesis of aryl-14H-dibenzo[a,j]xanthenes has been developed by one-pot condensation of β-naphthol and substituted benzaldehydes in the presence of ytterbium triflates in ionic liquids.

  在离子液体中，在tri三氟es存在下，通过一锅缩合β-萘酚和取代的苯甲醛，已经开发了一种简便，高效且绿色的芳基14 H-二苯并[ a，j ]蒽酮。