5,7-二甲氧基-2,3-二甲基-茚满-1-酮 | 77941-92-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 中文名称: 5,7-二甲氧基-2,3-二甲基-茚满-1-酮
• 英文名称: 5,7-dimethoxy-2,3-dimethyl-2,3-dihydro-1H-inden-1-one
• 英文别名: 5,7-dimethoxy-2,3-dimethylindan-1-one；2,3-dimethyl-5,7-dimethoxyindanone；5,7-dimethoxy-2,3-dimethyl-2,3-dihydroinden-1-one
• CAS: 77941-92-5
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: FGBFEFJZYZDLSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2914509090

反应信息

• 作为反应物：
  描述：

  5,7-二甲氧基-2,3-二甲基-茚满-1-酮 在 palladium on activated charcoal 、 对甲苯磺酸 高氯酸 、 二甲基硫 、 氢气 、 乙酸酐 、 三氯化硼 、 臭氧 作用下， 以 乙醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 22.25h， 生成 3,4-dihydro-3,4-dimethyl-6-methoxy-8-hydroxyisocoumarin
  参考文献：
  名称：

  Polygonolide, an isocoumarin from Polygonum hydropiper possessing anti-inflammatory activity

  摘要：

  A new isocoumarin polygonolide which inhibits the reversed passive Arthus reaction has been isolated from the methanol extract of the root of Polygonum hydropiper. The structure of polygonolide has been elucidated on the basis of spectroscopic data and confirmed to be 3,4-dimethyl-6-methoxy-8-hydroxyisocoumarin by total synthesis.

  DOI：

  10.1016/s0031-9422(00)85513-2
• 作为产物：
  描述：

  间苯二甲醚 在 四氯化锡 PPA 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 5,7-二甲氧基-2,3-二甲基-茚满-1-酮
  参考文献：
  名称：

  Polygonolide, an isocoumarin from Polygonum hydropiper possessing anti-inflammatory activity

  摘要：

  A new isocoumarin polygonolide which inhibits the reversed passive Arthus reaction has been isolated from the methanol extract of the root of Polygonum hydropiper. The structure of polygonolide has been elucidated on the basis of spectroscopic data and confirmed to be 3,4-dimethyl-6-methoxy-8-hydroxyisocoumarin by total synthesis.

  DOI：

  10.1016/s0031-9422(00)85513-2

文献信息

• The synthesis of indan-1-ones and isocoumarins
  作者：Rachel H. Carter、Mary J. Garson、Robert A. Hill、James Staunton、David C. Sunter

  DOI：10.1039/p19810000471

  日期：——

  A flexible synthetic route leading via indan-1-ones to variously methylated and oxygenated isocoumarins is described. The indanones are prepared by alternative routes involving intramolecular Friedel–Crafts cyclisation of aryl-propionic acids or pericyclic ring closure of acrylophenones. The influence of substitution on the rate of the pericyclic reaction is assessed.

  描述了一种通过茚满-1-酮通向各种甲基化和氧化的异香豆素的灵活合成途径。茚满酮可以通过其他途径制备，包括芳基-丙酸的分子内Friedel-Crafts环化或丙烯酮的周环封闭。评估了取代对周环反应速率的影响。
• Co-Cluster-Based Metal-Organic Frameworks as Selective Catalysts for Benzene Tandem Acylation-Nazarov Cyclization to Benzocyclopentanone
  作者：Mengjia Liu、Kuan Gao、Yanru Fan、Xiaoqing Guo、Jie Wu、Xiangru Meng、Hongwei Hou

  DOI：10.1002/chem.201704749

  日期：2018.1.26

  challenging method for the synthesis of the benzocyclopentanone skeleton, which is key intermediate of many natural products. Herein, two metal‐cluster‐based metal–organic frameworks (MCOFs) (H3O)2[Co4(pbcd)2(μ3‐OH)2]⋅CH3CH2OH⋅4 H2O}n (1; pbcd=9,9′‐(propan‐1,3‐diyl)bis(9H‐carbazole‐3,6‐dicarboxylic acid) and [Co5.25(mcd)2(HCO2)(μ2‐O)0.5(μ3‐OH)0.5(H2O)4]⋅6 H2O⋅5 DMF}n (2; mcd=9,9′‐methylenebis(9H‐carbazole‐3

  一步式选择性苯酰化-Nazarov环化是合成苯并环戊酮骨架的一种有吸引力但具有挑战性的方法，该骨架是许多天然产物的关键中间体。这里，双金属系簇的金属-有机骨架（MCOFs）（H 3 O）2 [CO 4（PBCD）2（μ 3 -OH）2 ] ⋅ CH 3 CH 2 OH ⋅ 4小时2 ö} Ñ（1 ; pbcd = 9,9'-（propan-1,3-diyl）bis（9 H-咔唑-3,6-didiacid acid）和[Co 5.25（MCd）2（HCO 2）（μ 2 -O）0.5（μ 3 -OH）0.5（H 2 O）4 ] ⋅ 6 H 2 ö ⋅ 5 DMF} Ñ（2 ; MCD = 9,9'-亚甲基双（9 ħ -咔唑-3- ，6-二羧酸）被开发来催化1,3-二甲氧基苯用α，β不饱和羧酸为环戊烯酮的合成的串联纳扎罗夫环化反应[ b ]苯。MCOFs 1和2，这是从四环钴构成II簇[CO
• Efficient Catalytic Performance for Acylation-Nazarov Cyclization Based on an Unusual Postsynthetic Oxidization Strategy in a Fe(II)-MOF
  作者：Zhichao Shao、Mengjia Liu、Jian Dang、Chao Huang、Wenjuan Xu、Jie Wu、Hongwei Hou

  DOI：10.1021/acs.inorgchem.8b01421

  日期：2018.8.20

  A rare example of SC-SC triggered by Cu2+ heterogeneous oxidation was demonstrated in a Fe(II)-based MOF [Fe-3(II)(L)(2)(H2O)6].3H(2)O} (1), which occurred a slow conversion into an oxidized MOF 2 ([Fe-3(II)(L)(2)(H2O)6].3H(2)OOH)}) with retention of single crystallinity. The Fell > Fe' progress of the reaction oxidation was proved by single crystal XRD, PXRD, XPS, s7Fe Mossbauer spectroscopy, and UV vis. We used 1 and 2 as catalysts to catalyze the tandem Nazarov cyclization, and the results show that acylation products were only harvested when 1 was a catalyst, while the oxidized transformer 2 lead mainly to the formation of cyclization products under identical conditions. Through the test of different substrates, 2 can be a good heterogeneous catalyst candidate for the formation of cyclopentenone[b] benzenes. This work provides a new way to design materials.
• FURUTA, TAKUYA;ASAKAVA, JOSINORI;FUKUYAMA, JOSIYASU;ASAKAVA, JOSINORI
  作者：FURUTA, TAKUYA、ASAKAVA, JOSINORI、FUKUYAMA, JOSIYASU、ASAKAVA, JOSINORI

  DOI：——

  日期：——