4-benzoyl-5-phenyl-furan-2,3-dione | 17571-17-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 4-benzoyl-5-phenyl-furan-2,3-dione
• 英文别名: 4-benzoyl-5-phenyl-2,3-furandione；4-benzoyl-5-phenyl-2,3-dihydro-2,3-furandione；4-Benzoyl-5-phenyl-furan-2,3-dion；4-benzoyl-5-phenyl-2,3-dihydrofuran-2,3-dione；4-Benzoyl-5-phenylfuran-2,3-dione
• CAS: 17571-17-4
• 化学式: C₁₇H₁₀O₄
• 分子量: 278.264
• InChiKey: JSNKUVWINRORKZ-UHFFFAOYSA-N

物化性质

• 沸点：
  431.8±55.0 °C(Predicted)
• 密度：
  1.369±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-benzoyl-5-phenyl-furan-2,3-dione 在 氨 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以73%的产率得到4-benzoyl-2,3-dihydro-1H-5-phenylpyrrole-2,3-dione
  参考文献：
  名称：

  Regio- and stereoselective photocycloadditions of heterocyclic 2,3-diones — Evidence for an unexpected 1,2-aroyl migration

  摘要：

  Photocyclization of the heterocyclic 2,3-diones 1a-d with electron rich alkenes affords regio- and stereoselectively the 2+2 adducts 2, from Ib with benzophenone as photosensitizer also the Paterno-Buchi adduct 3 is obtained. Similarly, with phenylethyne the cycloadducts 4 are formed in moderate to low yields, in case of Ic the azepinone 6 is the only reaction product. Thermolysis of 4a generates the pyrono compound 5. Irradiation of the N-arylpyrrolediones le, f and ethylvinyl ether give furo[3,2-c]pyrrolones 7 thus making evident an unexpected 1,2-benzoyl migration. Structural elucidation of all ring systems described is based upon X-ray analyses of 2d, 5 and 7f, respectively. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00078-2
• 作为产物：
  描述：

  1,2,7,7a-Tetrahydro-1,7-dimethyl-2-(methylimino)-4,7a-diphenylpyrrolo(2,3-d)(1,3)oxazin-5,6-dion 以62%的产率得到
  参考文献：
  名称：

  KOLLENZ, G.;PENN, G.;OTT, W.;PETERS, K.;PETERS, E. -M.;SCHNERING, H. G. V+, CHEM. BER., 1984, 117, N 4, 1310-1329

  摘要：

  DOI：

文献信息

• Synthesis and reactions of 4-benzoyl-1,5-diaryl-1<i>H</i>-pyrazole-3-carbonyl chlorides with various semi- and thiosemicarbazides
  作者：Elif Korkusuz、Ismail Yıldırım

  DOI：10.1002/jhet.306

  日期：——

  1H‐pyrazole‐3‐carboxylic acids 2 were converted via reactions of their acid chlorides 3 with some semi‐ and thiosemicarbazide derivatives into the corresponding new phenylsemi‐ and thiosemicarbazides 4a, 4b, 4c, 4d, 4e, 6, 5‐(pyrazol‐3‐yl)‐4H‐1,2,4‐triazol‐3‐thiones 5a, 5b, and 2‐(pyrazol‐3‐yl)‐1,3,4‐thiadiazol 7 derivatives, in good yields (45‐97%, respectively). The reactions of 4a,4c,4e with Lawesson reagent lead

  1个ħ吡唑-3-羧酸2分别通过其酰氯的反应转化3与一些半和氨基硫脲衍生物为相应的新phenylsemi-和氨基硫脲图4a，图4b，图4c，图4d，图4e，6，5-（吡唑-3-基）-4 - H -1、2,4-三唑-3-硫酮5a，5b和2-（吡唑-3-基）-1,3,4-噻二唑7衍生物，收率高（ 45-97％）。4a ，4c ，4e与Lawesson的反应试剂导致产物6和7形成。这些新合成的化合物的结构由IR，1 H-和13 C-NMR光谱数据和元素分析确定。J.杂环化​​学。（2010）。
• Preparation and Properties of Some New Pyrazole Derivatives
  作者：Feyza Tınmaz、İlhan Özer İlhan、Senem Akkoç

  DOI：10.1080/00304948.2020.1846449

  日期：2021.1.2

  (2021). Preparation and Properties of Some New Pyrazole Derivatives. Organic Preparations and Procedures International: Vol. 53, No. 1, pp. 89-94.

  （2021年）。一些新型吡唑衍生物的制备和性能。国际有机制剂和程序：第 53，第1号，第89-94页。
• Modification of organic compounds with Lawesson’s reagent
  作者：L. A. Kayukova、K. D. Praliyev、V. G. Gut’yar、G. P. Baitursynova

  DOI：10.1134/s1070428015020025

  日期：2015.2

  Application in organic synthesis of Lawesson’s reagent, 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide, provides a possibility to replace an oxygen atom for a sulfur atom in the carbonyl group of ketones, esters, amides, in ether group, and also either to induce a rearrangement of the initial structure of organic compounds with or without inclusion of sulfur atoms or to lead to

  Lawesson试剂2,4-双（4-甲氧基苯基）-1,3,2,4-二硫代二膦环-2,4-二硫化物在有机合成中的应用为羰基中的硫原子取代氧原子提供了可能性在醚基团中的一组酮，酯，酰胺，还可以诱导含有或不含有硫原子的有机化合物的初始结构重排，或导致形成各种类型的有机磷化合物。形成的有机硫化合物表现出广泛的生物学作用。
• Functionalization and cyclization reactions of 4-benzoyl-1,5-diphenyl- 1<i>H</i>-pyrazole-3-carboxylic acid
  作者：Yunus Akcamur、Ahmet Sener、Alemdar Mustafa Ipekoglu、Gert Kollenz

  DOI：10.1002/jhet.5570340133

  日期：1997.1

  The 1H-pyrazole-3-carboxylic acid 2 or its remarkably stable acid chloride 3 can easily be converted into the corresponding ester or amide derivatives 4 or 5, respectively, from reaction with alcohols or N-nucleophiles. Pyrazolo[3,4-d]pyridazines 6a,b are obtained from cyclocondensation reactions of the pyrazoles 2 and 3, respectively, with phenylhydrazine or hydrazine hydrate, while 6c is formed in

  1 H-吡唑-3-羧酸2或其非常稳定的酰氯3可以通过与醇或N-亲核试剂反应轻松地分别转化为相应的酯或酰胺衍生物4或5 。吡唑并[3,4- d ]哒嗪6a，b分别由吡唑2和3与苯肼或水合肼的环缩合反应制得，而6c由呋喃-2,3-一锅法形成。二酮1和水合肼。
• Syntheses of some new 1H-pyrazole, pyridazin-3(2H)-one, and oxazin-4-one derivatives
  作者：Esvet Akbaş、Furgan Aslano??lu

  DOI：10.1002/hc.20170

  日期：——

  The new 1H-pyrazole-3-carboxylic acid 2, pyridazin-3(2H)-one 3, and their various derivatives were prepared by the reactions of the 4-benzoyl-5-phenyl-2,3-dihydro-2,3-furandione 1 and 2,5-dichlorophenylhydrazine. Pyrazolo[3,4-d]pyridazine 7 was obtained from cyclization of the pyrazole-3-carboxylic acid 2 with 2,5-dichlorophenylhydrazine. The reaction of 1 and pyrazole-3-carbonitriles 6 gave the new

  通过4-苯甲酰基-5-苯基-2,3-二氢-2,3的反应制备了新型1H-吡唑-3-羧酸2、哒嗪-3(2H)-one 3及其各种衍生物-呋喃二酮 1 和 2,5-二氯苯肼。吡唑并[3,4-d]哒嗪7由吡唑-3-羧酸2与2,5-二氯苯肼环化得到。1 和 pyrazole-3-carbonitriles 6 反应得到新的 oxazin-4-one 9 衍生物。化合物的结构基于元素分析、质量、IR、1H 和 13C NMR 光谱进行表征。© 2006 Wiley Periodicals, Inc. 杂原子化学 17:8–12, 2006; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20170

表征谱图