3,5,5-triphenyltetrahydrofuran-2(3H)-one | 22286-86-8

• 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: 3,5,5-triphenyltetrahydrofuran-2(3H)-one
• 英文别名: 2,4,4-Triphenylbutyrolacton；3,5,5-triphenyl-dihydro-furan-2-one；3,5,5-Triphenyl-dihydro-furan-2-on；3,5,5-Triphenyloxolan-2-one
• CAS: 22286-86-8
• 化学式: C₂₂H₁₈O₂
• 分子量: 314.384
• InChiKey: DIFMDGYBNNILHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  ε-oxy-α.γ.ε.ε-tetraphenyl-α-amylene 在 potassium permanganate 、 丙酮 作用下， 生成 3,5,5-triphenyltetrahydrofuran-2(3H)-one
  参考文献：
  名称：

  Reynolds, American Chemical Journal, 1911, vol. 46, p. 207

  摘要：

  DOI：

文献信息

• Cobalt-catalyzed annulation of styrenes with α-bromoacetic acids
  作者：Tung T. Nguyen、Bao H. T. Ngo、Huy X. Le、Linh N. P. Vu、Tuong A. To、Anh N. Q. Phan、Nam T. S. Phan

  DOI：10.1039/d0ra09588e

  日期：——

  We report a method for addition of α-bromophenylacetic acids to vinyl CC bonds in styrenes to afford γ-lactones. Reactions employed a simple cobalt catalyst Co(NO3)2·6H2O in the presence of dipivaloylmethane (dpm) ligand. Many functionalities including halogen, ester, and nitro groups were compatible with reaction conditions. If α-bromoesters were used, vinylacetates were the major products.

  我们报告了一种将 α-溴苯乙酸添加到苯乙烯中的乙烯基 C C 键以提供 γ-内酯的方法。在二戊酰甲烷 (dpm) 配体存在下，反应使用简单的钴催化剂 Co(NO 3 ) 2 ·6H 2 O。许多官能团，包括卤素、酯和硝基，都与反应条件相容。如果使用 α-溴代酯，醋酸乙烯酯是主要产品。
• A Novel Intermolecular Synthesis of γ-Lactones via Visible-Light Photoredox Catalysis
  作者：Xiao-Jing Wei、Deng-Tao Yang、Lin Wang、Tao Song、Li-Zhu Wu、Qiang Liu

  DOI：10.1021/ol402954t

  日期：2013.12.6

  Direct gamma-lactone formation via visible-light photoredox catalysis has been achieved efficiently including hydroxylalkylation of aromatic alkenes and transesterification. The present photocatalytic protocol has good regioselectivity and substrate compatibility, affording a novel way to intermolecular gamma-lactone synthesis by the reaction of styrenes with alpha-bromo esters in the absence of any external oxidants.
• 324. Grignard reactions with phthalic anhydrides
  作者：Chaim Weizmann、Ernst Bergmann、Felix Bergmann

  DOI：10.1039/jr9350001367

  日期：——
• Akhnookh et al., Journal of the Chemical Society, 1959, p. 1013,1015
  作者：Akhnookh et al.

  DOI：——

  日期：——