3-<(4-Chlorophenyl)methylene>-2,4(3H,5H)-furandione | 87191-95-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-<(4-Chlorophenyl)methylene>-2,4(3H,5H)-furandione
• 英文别名: 3-(4-chlorobenzylidene)furan-2,4(3H,5H)-dione；3-(4-chloro-benzylidene)-furan-2,4-dione；3-p-Chlorbenzyliden-2,4-tetrahydrofurandion；3-[(4-Chlorophenyl)methylidene]oxolane-2,4-dione
• CAS: 87191-95-5
• 化学式: C₁₁H₇ClO₃
• 分子量: 222.628
• InChiKey: RQEAKUGSBVLIHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-<(4-Chlorophenyl)methylene>-2,4(3H,5H)-furandione 、 苯基膦酸二乙酯 在 正丁基锂 作用下， 生成
  参考文献：
  名称：

  Substituted .gamma.-butyrolactones. Part 37: reactions of (arylmethylene)furandiones with nucleophiles. A novel approach to the cyclolignan lactone skeleton

  摘要：

  DOI：

  10.1021/jo00017a040
• 作为产物：
  描述：

  4-羟乙酰乙酸内酯 、 4-氯苯甲醛 以 水 为溶剂， 反应 0.03h， 生成 3-<(4-Chlorophenyl)methylene>-2,4(3H,5H)-furandione
  参考文献：
  名称：

  在水中通过多组分反应简单合成呋喃[3',4':5,6]吡啶并[2,3-d]嘧啶衍生物

  摘要：

  合成了一系列呋喃[3',4':5,6]吡啶并[2,3-d]嘧啶和茚并[2',1':5,6]吡啶并[2,3-d]嘧啶衍生物在微波辐射和传统加热条件下，在不使用任何催化剂的情况下，涉及醛、2,6-二氨基嘧啶-4(3H)-one 和特电子酸或茚满-1,3-二酮的三组分反应。该协议具有产量高、成本低、环境影响小、操作方便等优点。已经实现了一类重要化合物在水介质中的合成。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

  DOI：

  10.1002/ejoc.200600913

文献信息

• One-Pot Synthesis of N-Substituted Azapodophyllotoxin Derivatives under Microwave Irradiation
  作者：Shujiang Tu、Shunjun Ji、Yan Zhang、Bo Jiang、Runhong Jia、Junyong Zhang、Jinpeng Zhang

  DOI：10.1055/s-2006-950297

  日期：2006.11

  A series of new, N-substituted azapodophyllotoxin derivatives were synthesized via a three-component reaction of an aldehyde, an enaminone and tetronic acid in glacial acetic acid, under microwave irradiation, without a catalyst. This new protocol has the advantages of shorter time, higher yields, lower cost and broader substrate scope, as well as easier operation.

  通过醛、烯胺酮和特罗尼酸在冰醋酸中，在微波辐射下，无催化剂的三组分反应，合成了一系列新型 N 取代的氮杂鬼臼毒素衍生物。这种新协议具有时间更短、产量更高、成本更低、基材范围更广、操作更简单等优点。
• A multi-component reaction for the synthesis of N-substituted furo[3,4-b]quinoline derivatives under microwave irradiation
  作者：Shujiang Tu、Yan Zhang、Runhong Jia、Bo Jiang、Junyong Zhang、Shunjun Ji

  DOI：10.1016/j.tetlet.2006.07.035

  日期：2006.9

  A series of new N-substituted furo[3,4-b]quinoline derivatives were synthesized via a three-component reaction of an aldehyde, an enamineone and tetronic acid in glacial acetic acid under microwave irradiation without a catalyst. This new protocol has the advantages of shorter time, higher yields, lower cost and broader substrate scope, as well as easier operation. (c) 2006 Elsevier Ltd. All rights reserved.
• Tetronic acid in reaction with aromatic aldehydes and 2-naphthylamine. Investigation of fluorescent and nonlinear-optical characteristics of compounds obtained
  作者：N. G. Kozlov、S. L. Bondarev、A. P. Kadutskii、L. I. Basalaeva、F. S. Pashkovskii

  DOI：10.1134/s1070428008070142

  日期：2008.7

  By Knoevenagel condensation and by three-component condensation 3-arylmethylenetetrahydrofuran-2,4-diones and previously unknown 8,11-dihydro-11-arylbenzo[f]furo[3,4-b]quinolin-10(7H)-ones were respectively synthesized. The luminescent spectra and nonlinear-optical characteristics of compounds obtained were investigated.
• Substituted .gamma.-lactones. 28. 3-(Phenylmethylene)-2,4-(3H,5H)furandiones
  作者：Hans Zimmer、W. W. Hillstrom、James C. Schmidt、Paul D. Seemuth、R. Vogeli

  DOI：10.1021/jo00402a012

  日期：1978.4
• Substituted .gamma.-butyrolactones. Part 32. Ring construction using 3-(arylmethylene)-2,4(3H,5H)-furandione: synthesis of pyrazolones and furo[3,4-c][1,5]benzothiazepinones
  作者：Diane Grob Schmidt、Hans Zimmer

  DOI：10.1021/jo00171a041

  日期：1983.11