2-苯基环戊烷-1,3-二酮 | 6853-01-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-苯基环戊烷-1,3-二酮
• 英文名称: 2-Phenyl-cyclopentandion-(1,3)
• 英文别名: 2-phenylcyclopentane-1,3-dione；2-Phenyl-cyclopentan-1,3-dion；2-Phenyl-1,3-cyclopentanedione
• CAS: 6853-01-6
• 化学式: C₁₁H₁₀O₂
• 分子量: 174.199
• InChiKey: YCKUXQDJVCXZBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-苯基环戊烷-1,3-二酮 在 Selectfluor 作用下， 以 乙腈 为溶剂， 以30%的产率得到2-fluoro-2-phenylcyclopentane-1,3-dione
  参考文献：
  名称：

  通过光驱动的有机催化醛醇缩合非对称化过程来锻造含氟的四元立体中心。

  摘要：

  破坏对称！非手性2-氟取代的环戊烷-1,3-二酮（1）的去对称化导致有价值的含氟季立体中心的立体选择性结构。化学利用了容易得到的酰氨基-硫脲催化剂，以选择性地激活内的对映羰基中的一个的能力1和促进的羟基的分子间醇醛缩合反应ø -quinodimethanes，其光化学从生成2。

  DOI：

  10.1002/anie.201706763
• 作为产物：
  描述：

  methyl 4-oxo-5-phenylpentanoate 在 甲醇 、 sodium methylate 作用下， 生成 2-苯基环戊烷-1,3-二酮
  参考文献：
  名称：

  Eskola, Suomen Kemistilehti B, 1938, vol. 11, p. 9

  摘要：

  DOI：

文献信息

• Enamine derivatives
  申请人：——

  公开号：US20020037909A1

  公开（公告）日：2002-03-28

  Enamine derivatives of formula (1) are described: 1 wherein R 1 is a group Ar 1 L 2 Ar 2 Alk- in which Ar 1 is an aromatic or heteroaromatic group, L 2 is a covalent bond or a linker atom or group, Ar 2 is an arylene or heteroarylene group and Alk is a chain —CH 2 —CH(R)—, —CH═C(R)— or 2 in which R is a carboxylic acid or a derivative or biostere thereof; R 2 is a hydrogen atom or a C 1-6 alkyl group; Cy is a cycloaliphatic or heterocycloaliphatic ring in which X is a N atom or a C(R w ) group; R x is a oxo, thioxo, or imino group; R w and R z is each a hydrogen atom or optional substituent; provided that Cy is not a cyclobutenedione group; and the salts, solvates, hydrates and N-oxides thereof. The compounds are able to inhibit the binding of integrins to their ligands and are of use in the prophylaxis and treatment of immune or inflammatory disorders, or disorders involving the inappropriate growth or migration of cells.

  描述了公式（1）的Enamine衍生物：其中R1是Ar1L2Ar2Alk-中的一个基团，其中Ar1是芳香族或杂环芳基，L2是共价键或连接原子或基团，Ar2是芳基或杂环芳基，Alk是链—CH2—CH（R）—，—CH═C（R）—或其中R是羧酸或其衍生物或生物类似物；R2是氢原子或C1-6烷基基团；Cy是环脂环或杂环脂环，其中X是N原子或C（Rw）基团；Rx是氧化、硫代氧化或亚胺基团；Rw和Rz分别是氢原子或可选取代基；前提是Cy不是环丁二酮基团；以及它们的盐、溶剂合物、水合物和N-氧化物。这些化合物能够抑制整合素与其配体的结合，并可用于预防和治疗免疫或炎症性疾病，或涉及细胞异常生长或迁移的疾病。
• Chemoselective formation of cyclo-aliphatic and cyclo-olefinic 1,3-diols <i>via</i> pressure hydrogenation of potentially biobased platform molecules using Knölker-type catalysts
  作者：Christian A. M. R. van Slagmaat、Teresa Faber、Khi Chhay Chou、Alfonso J. Schwalb Freire、Darya Hadavi、Peiliang Han、Peter J. L. M. Quaedflieg、Gerard K. M. Verzijl、Paul L. Alsters、Stefaan M. A. De Wildeman

  DOI：10.1039/d1dt01252e

  日期：——

  Hemicellulose-derived five-membered cyclic ketones are strategic precursors for sustainable 1,3-diol building blocks, and bifunctional iron catalysts provide unprecedented chemoselectivity in hydrogenation toward aliphatic and olefinic structures.

  半纤维素衍生的五元环酮是可持续1,3-二醇构建块的战略前体，而双功能铁催化剂在氢化反应中向脂肪族和烯烃结构提供了前所未有的化学选择性。
• Base-free O-difluoromethylation of 1,3-diones with difluorocarbene
  作者：Can Liu、Xiao-Yun Deng、Xian-Liang Zeng、Gang Zhao、Jin-Hong Lin、Hongqing Wang、Ji-Chang Xiao

  DOI：10.1016/j.jfluchem.2016.10.011

  日期：2016.12

  The base-free O-difluoromethylation of 1,3-diones with difluorocarbene generated from difluoromethylene phosphobetaine (Ph3P+CF2CO2−) is described. The convenient reactions proceeded smoothly to give difluoromethyl enol ethers in moderate to good yields.

  游离碱- O-的二氟亚甲基从生成磷酸酯1,3-二酮与二氟卡宾二氟甲基（PH 3 P + CF 2 CO 2 - ）进行说明。方便的反应顺利进行，以中等至良好的产率得到二氟甲基烯醇醚。
• Synthesis of 19-norsteroids iii.1.1.Paper II: Windholz, T. B., Fried, J. H., Sehwam, H., and Patchett, A. A., J. Am. Chem. Soc. 85, 1707 (1963). synthesis and birch reduction of d,1-13-phenyl-18-norestradiol-3-methyl ether2.2.Publications describing syntheses of 13-alkyl-19-norsteroids have appeared from the following groups: (a) Smith, H., Hughes, G. A., Douglas, O. H., Wendt, G. R., Buzby, G. C. Jr., Edgren, R. A., Fisher, J., Foell, T., Gadsby, B., Hartley, D., Herbst, A., Jansen, A. B. A., Ledig, K., McLoughlin, B. J., McMenamin, J., Pattison, T. W., Phillips, P. C., Rees, B., Siddall, J., Siuda, J., Smith, L. L., Tokolics, J., and Watson, D. H. P., J. Chem. Soc. 4472 (1964); (b) Velluz, L., Nominé, G., Bucourt, R., and Pierdet, A., Dufay, Ph., Tetrahedrom Letters 127 (1961); (c) Zakharychev, A. V., Legidze, D. R., Ananchenko, S. N., and Torgov, I. V., Izv. Akad. Nauk SSSR (KHIM) 760 (1965).
  作者：Thomas B. Windholz、Ronald D. Brown、Arthur A. Patchett

  DOI：10.1016/0039-128x(65)90054-1

  日期：1965.10

  Abstract d,1-13-Phenyl-18-norestradiol 3-methyl ether (Va) was synthesized by use of 2-phenylcyclopentane-1,3-dione in place of 2-methylcyclopentane-1,3-dione in an established estrone synthesis proceeding from 1,2,3,4-tetrahydro-6-methoxy-1-vinyl-1-naphthol. Conversion of d,1-13-pnenyl-18-nor-estradiol 3-methyl ether (Va) to d,1-13-phenyl-18,19-bisnortestosterone (XI) was possible by a selective Birch

  摘要 d,1-13-Phenyl-18-norestradiol 3-methyl ether (Va) 是通过使用 2-phenylcyclopentane-1,3-dione 代替 2-methylcyclopentane-1,3-dione 在已建立的雌酮合成中合成的从 1,2,3,4-四氢-6-甲氧基-1-乙烯基-1-萘酚开始。d,1-13-pnenyl-18-nor-estradiol 3-methyl ether (Va) 转化为 d,1-13-phenyl-18,19-bisnortestosterone (XI) 可以通过选择性 Birch 还原提供 C- 17 醇被掩蔽为四氢吡喃基醚。或者，d,1-13-苯基-18,19-双去甲睾酮(XI)可以通过重构化从C-13二氢苯基类似物制备。
• ENAMINE DERIVATIVES
  申请人：——

  公开号：US20030229116A1

  公开（公告）日：2003-12-11

  Enamine derivatives of formula ( 1 ) are described: 1 wherein R 1 is a group Ar 1 L 2 Ar 2 Alk— in which Ar 1 is an aromatic or heteroaromatic group, L 2 is a covalent bond or a linker atom or group, Ar 2 is an arylene or heteroarylene group and Alk is a chain —CH 2 —CH(R)—, —CH═C(R)— or 2 in which R is a carboxylic acid or a derivative or biostere thereof; R 2 is a hydrogen atom or a C 1-6 alkyl group; Cy is a cycloaliphatic or heterocycloaliphatic ring in which X is a N atom or a C(R w ) group; R x is a oxo, thioxo, or imino group; R w and R z is each a hydrogen atom or optional substituent; provided that Cy is not a cyclobutenedione group; and the salts, solvates, hydrates and N-oxides thereof. The compounds are able to inhibit the binding of integrins to their ligands and are of use in the prophylaxis and treatment of immune or inflammatory disorders, or disorders involving the inappropriate growth or migration of cells.

  描述了公式（1）的恩啡衍生物： 其中，R1是Ar1L2Ar2Alk-基团，其中Ar1是芳香族或杂芳族基团，L2是共价键或连接原子或基团，Ar2是芳基或杂芳基团，而Alk是链-CH2-CH（R）-，-CH═C（R）-或2，其中R是羧酸或其衍生物或生物同分异构体；R2是氢原子或C1-6烷基基团；Cy是环状脂肪族或杂环状脂肪族环，其中X是N原子或C（Rw）基团；Rx是氧代、硫代或亚胺基团；而Rw和Rz是氢原子或可选取代基团；但前提是Cy不是环丁二烯二酮基团；以及它们的盐、溶剂化合物、水合物和N-氧化物。 这些化合物能够抑制整合素与其配体的结合，并用于预防和治疗免疫或炎症性疾病，或涉及细胞不适当生长或迁移的疾病。