9,9-dimethyl-12-isopropyl-8,9,10,12-tetrahydro-benzo[a]xanthen-11-one | 1011735-77-5

• 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: 9,9-dimethyl-12-isopropyl-8,9,10,12-tetrahydro-benzo[a]xanthen-11-one
• 英文别名: 12-isopropyl-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one；9,9-dimethyl-12-propan-2-yl-10,12-dihydro-8H-benzo[a]xanthen-11-one
• CAS: 1011735-77-5
• 化学式: C₂₂H₂₄O₂
• 分子量: 320.431
• InChiKey: IMEJNABLTFHEKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 异丁醛 、 2-萘酚 以 neat (no solvent) 为溶剂， 反应 1.5h， 以78%的产率得到9,9-dimethyl-12-isopropyl-8,9,10,12-tetrahydro-benzo[a]xanthen-11-one
  参考文献：
  名称：

  三苯基膦-间磺酸盐/四溴化碳作为易于回收的催化剂体系，可在无溶剂条件下有效地合成an吨和黄酮酮衍生物

  摘要：

  摘要由市售的三苯基膦-间磺酸钠（TPPMS）和四溴化碳易于制备的固体配合物，可作为易于回收和重复使用的催化剂体系，用于2-萘酚与醛的一锅缩合以构建14-芳基（烷基）-14 H-二苯并[a，j]氧杂蒽衍生物和2-萘酚与醛和环状1,3-二羰基化合物的一锅缩合反应，以构建12-芳基（烷基）-8,9,10,12 -四氢苯并[a]黄酮-11-酮衍生物。

  DOI：

  10.1016/j.cclet.2014.01.023

文献信息

• An efficient one-pot synthesis of tetrahydrobenzo[a]xanthene-11-one and diazabenzo[a]anthracene-9,11-dione derivatives under solvent free condition
  作者：Ganesh Chandra Nandi、Subhasis Samai、Ram Kumar、M.S. Singh

  DOI：10.1016/j.tet.2009.06.024

  日期：2009.8

  Indium(III) chloride catalyzed one-pot synthesis of 12-aryl/alkyl-8,9,10,12-tetrahydrobenzo[a]xanthene-11-one and 8,10-dimethyl-12-aryl-8,12-dihydro-7-oxa-8,10-diazabenzo[a]anthracene-9,11-dione derivatives have been achieved by three component cyclocondensation of aldehydes, β-naphthol and cyclic 1,3-dicarbonyl compounds under solvent free condition in high yields. P2O5 too has been found as an effective

  氯化铟（III）催化一锅合成12-芳基/烷基-8,9,10,12-四氢苯并[ a ]氧杂蒽-11-one和8,10-二甲基-12-芳基-8,12-二氢通过醛，β-萘酚和环状1,3-二羰基化合物在无溶剂条件下的三组分环缩合，可以高产率获得-7-氧杂-8,10-二氮杂苯并[ a ]蒽-9,11-二酮衍生物。还发现P 2 O 5是实现该转化的有效催化剂。
• An Efficient and Convenient Protocol for the Synthesis of Novel 12-Aryl- or 12-Alkyl-8,9,10,12-tetrahydrobenzo[<i>a</i>]xanthen-11-one Derivatives
  作者：Biswanath Das、Keetha Laxminarayana、Maddeboina Krishnaiah、Yallamalla Srinivas

  DOI：10.1055/s-2007-990922

  日期：——

  An efficient and direct procedure for the synthesis of novel 12-aryl- or 12-alkyl-8,9,10,12-tetrahydrobenzo[ A]xanthen-11-one derivatives has been described. The process employs a three-component condensation reaction in one-pot using 2-naphthol, aldehydes and cyclic 1,3-dicarbonyl compounds in the presence of a catalytic amount of NaHSO 4 ·SiO 2 in 1,2-dichloroethane under reflux.

  已经描述了一种用于合成新型 12-芳基-或 12-烷基-8,9,10,12-四氢苯并[A]xanthen-11-one 衍生物的有效且直接的方法。该方法采用一锅三组分缩合反应，使用 2-萘酚、醛和环状 1,3-二羰基化合物，在催化量的 NaHSO 4 ·SiO 2 存在下，在 1,2-二氯乙烷中回流。
• Secondary amine based ionic liquid: an efficient catalyst for solvent free one pot synthesis of xanthenes and benzoxanthenes
  作者：Pranab J. Das、Jupitara Das

  DOI：10.1039/c4ra12298d

  日期：——

  Amine based ionic liquid was reported as an efficient and easily recyclable catalyst for the solvent free environmental benign synthesis of xanthene and benzoxanthene derivatives within 10–30 minutes.

  基于胺的离子液体被报道为一种高效且易于回收利用的催化剂，可在10-30分钟内在无溶剂环境下合成黄色素和苯并黄色素衍生物。
• Methanesulfonic Acid-Catalyzed One-Pot Synthesis of 12-Aryl or 12-Alkyl-8,9,10,12-tetrahydrobenzo[<i>a</i>]xanthen-11-one Derivatives
  作者：Yu-Heng Liu、Lei Li

  DOI：10.1002/jhet.882

  日期：2012.7

  An efficient synthesis of 12‐aryl or 12‐alkyl‐8,9,10,12‐tetrahydrobenzo[a]xanthen‐11‐one derivatives has been developed under solvent‐free conditions by one‐pot condensation of aldehydes, 2‐naphthol, and cyclic 1,3‐dicarbonyl compounds in the presence of a catalytic amount of methanesulfonic acid. The protocol has advantages of mild condition, short reaction time, high yield, and operational simplicity

  在无溶剂条件下，通过一锅法醛，2-萘酚，2-萘酚的缩合反应，已开发出有效合成12-芳基或12-烷基-8,9,10,12-四氢苯并[ a ]黄嘌呤-11-one衍生物的方法。和环状1,3-二羰基化合物在催化量的甲磺酸存在下 该方案具有条件温和，反应时间短，产率高和操作简单的优点。
• One-pot synthesis of tetrahydrobenzo[<i>a</i>]xanthen-11-one derivatives catalyzed by ruthenium chloride hydrate as a homogeneous catalyst
  作者：Khalil Tabatabaeian、Alireza Khorshidi、Manouchehr Mamaghani、Ali Dadashi、Milad Khoshnood Jalali

  DOI：10.1139/v11-042

  日期：2011.6

  Three-component cyclocondensation of β-naphthol, aldehydes, and 5,5-dimethylcyclohexane-1,3-dione (dimedone) was catalyzed efficiently by ruthenium chloride hydrate under mild reaction conditions to afford 12-aryl or alkyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one derivatives in good to excellent yields.

  β-萘酚、醛和5,5-二甲基环己烷-1,3-二酮（二甲酮）的三组分环合反应在温和的反应条件下被钌氯化物水合物高效催化，产率良好至优异，得到了12-芳基或烷基-8,9,10,12-四氢苯并[a]芴酮衍生物。