4-(1,1-dimethylethyl)dihydrocoumarin | 51498-65-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 3,4-二氢香豆素
• 英文名称: 4-(1,1-dimethylethyl)dihydrocoumarin
• 英文别名: 4-tert-Butyldihydrocoumarin；4-tert-butyl-chroman-2-one；2H-1-Benzopyran-2-one, 4-(1,1-dimethylethyl)-3,4-dihydro-；4-tert-butyl-3,4-dihydrochromen-2-one
• CAS: 51498-65-8
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: IYVGWWFIJMJUEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  叔丁基锂 、 香豆素 生成 4-(1,1-dimethylethyl)dihydrocoumarin
  参考文献：
  名称：

  Iodotrimethylsilane-promoted additions of monoorganocopper compounds to .alpha.,.beta.-unsaturated ketones, esters, and lactones

  摘要：

  Conjugate additions with the efficient monoorganocopper-iodotrimethylsilane combination, exemplified plified mainly with methylcopper, butylcopper, and tert-butylcopper, proceed cleanly, smoothly, and rapidly to a variety of alpha,beta-unsaturated carbonyl compounds; cyclic and acyclic enones, beta-alkoxy enones, enoates and lactones in ether, THF, and dichloromethane, often at -78-degrees-C. The RCu-(LiI)-TMSI reagent gives a good economy of group transfer with good to excellent yields of conjugate adducts. Lithium iodide, present from preparation of the organocopper compounds, increases the rate of the reactions and is a favorable component. Additions are faster, but somewhat less selective, in THF than in ether. Careful workup after addition of triethylamine or pyridine at low temperature permits isolation of TMS enol ethers and TMS ketene acetals. Acyclic enones preferentially give the Z-silyl enol ethers. The RCu(LiI)-TMSI system is a most useful alternative to the conventional lithium diorganocuprates in conjugate additions.

  DOI：

  10.1021/jo00077a055

文献信息

• Visible-light synthesis of 4-substituted-chroman-2-ones and 2-substituted-chroman-4-ones <i>via</i> doubly decarboxylative Giese reaction
  作者：Marek Moczulski、Ewelina Kowalska、Elżbieta Kuśmierek、Łukasz Albrecht、Anna Albrecht

  DOI：10.1039/d1ra05914a

  日期：——

  Doubly decarboxylative, photoredox synthesis of 4-substituted-chroman-2-ones and 2-substituted-chroman-4-ones is described. The reaction involves two independent decarboxylation processes: the first one initiating the cycle and the second completing the process. Visible light, photoredox catalyst, base, anhydrous solvent and inert atmosphere constitute the key parameters for the success of the developed

  描述了 4-取代-chroman-2-ones 和 2-取代-chroman-4-ones 的双脱羧、光氧化还原合成。该反应涉及两个独立的脱羧过程：第一个启动循环，第二个完成该过程。可见光、光氧化还原催化剂、碱、无水溶剂和惰性气氛构成了开发转化成功的关键参数。该协议证明适用于香豆素-3-羧酸和色酮-3-羧酸以及作为相应烷基自由基前体的N- (酰氧基) 邻苯二甲酰亚胺。
• COMPOUNDS FOR TREATING NEUROPSYCHIATRIC CONDITIONS
  申请人：Campbell David

  公开号：US20120046283A1

  公开（公告）日：2012-02-23

  Provided herein are PAK inhibitors and methods of utilizing PAK inhibitors for the treatment of neuropsychiatric conditions.

  本文提供了PAK抑制剂及其在治疗神经精神疾病方面的应用方法。
• Russell, Glen A.; Shi, Bing Zhi; Jiang, Wan, Journal of the American Chemical Society, 1995, vol. 117, # 14, p. 3952 - 3962
  作者：Russell, Glen A.、Shi, Bing Zhi、Jiang, Wan、Hu, Shuiesheng、Kim, Byeong H.、Baik, Woonphil

  DOI：——

  日期：——
• GUSTAFSSON B., FINN. CHEM. LETT., 1975, NO 2, 49-50
  作者：GUSTAFSSON B.

  DOI：——

  日期：——
• US8674095B2
  申请人：——

  公开号：US8674095B2

  公开（公告）日：2014-03-18