7-(2-chlorophenyl)-10,10-dimethyl-9,11-dihydro-7H-naphtho[1,2-b]chromen-8-one | 1380575-11-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 7-(2-chlorophenyl)-10,10-dimethyl-9,11-dihydro-7H-naphtho[1,2-b]chromen-8-one
• CAS: 1380575-11-0
• 化学式: C₂₅H₂₁ClO₂
• 分子量: 388.894
• InChiKey: UNIHLOOBHLOXEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  2-氯苯甲醛 、 5,5-二甲基-1,3-环己二酮 、 2-萘酚 在 十六烷基三甲基溴化铵 、 盐酸硫胺 作用下， 以 水 为溶剂， 反应 0.5h， 以83%的产率得到7-(2-chlorophenyl)-10,10-dimethyl-9,11-dihydro-7H-naphtho[1,2-b]chromen-8-one
  参考文献：
  名称：

  Thiamine hydrochloride as a promoter for the efficient and green synthesis of 12-aryl-8,9,10,12 tetrahydrobenzoxanthene-11-one derivatives in aqueous micellar medium

  摘要：

  An environmentally benign, three-component, one-pot integrated chemical process has been developed for the synthesis of 12-aryl-8,9,10,12-tetrahydrobenzoxanthene-11-one by nucleophilic addition reaction between aldehyde and beta-naphthol followed by Michael addition of dimedone, catalyzed by thiamine hydrochloride in aqueous micellar medium with excellent yield. Simple reaction conditions, no requirement of chromatographic separation, short reaction time, ease of isolation, use of inexpensive, easily recoverable and reusable catalyst makes this protocol very interesting from an economic and environmental perspective. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.09.125

文献信息

• Eco-friendly synthesis of tetrahydrobenzo[c]xanthenes catalyzed by functional ionic liquid in water
  作者：Jiaojiao Yang、Jinming Yang、Ting Zhu、Pingping Wang、Dong Fang

  DOI：10.1007/s00706-013-1057-9

  日期：2013.11

  AbstractA clean procedure for the synthesis of tetrahydrobenzo[c]xanthenes was established in the presence of a functional ionic liquid, 1-butyl-(4-dimethylamino)pyridinium hydroxide [BDMAP][OH]. The reaction was carried out via the one-pot multi-component condensation of aromatic aldehydes, cyclic 1,3-dicarbonyl compounds, and α-naphthol in aqueous media, to afford good to excellent yields ranging

  摘要在功能性离子液体1-丁基-（4-二甲基氨基）吡啶鎓氢氧化物[BDMAP] [OH]存在下，建立了合成四氢苯并[ c ]黄嘌呤的清洁方法。该反应是通过在水性介质中一锅法将芳族醛，环状1,3-二羰基化合物和α-萘酚进行多组分缩合来实现的，在60-90范围内，产率从80％到85％不等。分钟 反应后，催化剂可以循环使用几次，而催化活性没有明显降低。 图形概要
• Preparation and characterization of Lewis acid grafted sulfonated carbon@titania composites for the multicomponent synthesis of 4H-pyrimido[2,1-b]benzothiazoles and benzoxanthenones under solvent-free conditions
  作者：Manmeet Kour、Satya Paul、James H. Clark、Vivek K. Gupta、Rajni Kant

  DOI：10.1016/j.molcata.2015.11.001

  日期：2016.1

  A series of novel and highly efficient Lewis acids covalently grafted over sulfonic acid functionalized carbon@titania composites were successfully synthesized via sulfonation of carbon@titania composites followed by treatment with different Lewis acids like AlCl3, FeCl3, SbCl3, SnCl2, Cu(OAc)(2) and Bi(NO3)(3), The utility of the developed catalysts was explored for the synthesis of a diverse range of 4H-pyrimido[2,1-b]benzothiazoles and benzoxanthenones, and among various catalysts, C/TiO2-SO3-SbCl2 was found to be the most active. We report here the synthesis of five novel compounds and the structure of one of the compounds has also been confirmed by single-crystal X-ray diffraction. All the five prepared composites were characterized by FTIR and ICP-AES analysis, whereas the most active one, C/TiO2-SO3-SbCl2 was further characterized by XRD, EDX, CHNS, SEM, TEM, HRTEM and TGA. The catalyst can be recovered and reused for atleast five runs without any significant impact on catalytic activity and selectivity. The high catalytic activity, thermal stability, simple recovery and reusability, and eco-friendly nature of the catalyst makes the present method to be particularly attractive from the view point of green chemistry. (C) 2015 Elsevier B.V. All rights reserved.
• Ultrasound assisted synthesis of tetrahydrobenzo[c]xanthene-11-ones using CAN as catalyst
  作者：S. Sudha、M.A. Pasha

  DOI：10.1016/j.ultsonch.2012.02.002

  日期：2012.9

  Tetrahydrobenzo[c]xanthenes-11-ones was synthesized by a three component reaction of alpha-naphthol, aromatic aldehyde and dimedone. Ceric ammonium nitrate acts as a suitable eco-friendly catalyst for this method. Shorter reaction duration, mild reaction condition and low cost make this protocol more effective. (C) 2012 Elsevier B.V. All rights reserved.
• Thiamine hydrochloride as a promoter for the efficient and green synthesis of 12-aryl-8,9,10,12 tetrahydrobenzoxanthene-11-one derivatives in aqueous micellar medium
  作者：Shahin Fatma、Pravin K. Singh、Preyas Ankit、Shireen、Mandavi Singh、J. Singh

  DOI：10.1016/j.tetlet.2013.09.125

  日期：2013.12

  An environmentally benign, three-component, one-pot integrated chemical process has been developed for the synthesis of 12-aryl-8,9,10,12-tetrahydrobenzoxanthene-11-one by nucleophilic addition reaction between aldehyde and beta-naphthol followed by Michael addition of dimedone, catalyzed by thiamine hydrochloride in aqueous micellar medium with excellent yield. Simple reaction conditions, no requirement of chromatographic separation, short reaction time, ease of isolation, use of inexpensive, easily recoverable and reusable catalyst makes this protocol very interesting from an economic and environmental perspective. (C) 2013 Elsevier Ltd. All rights reserved.