cyclohexyl(isoquinolin-1-yl)methanone | 51370-00-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: cyclohexyl(isoquinolin-1-yl)methanone
• 英文别名: Cyclohexyl-1-isochinolyl-keton
• CAS: 51370-00-4
• 化学式: C₁₆H₁₇NO
• mdl: MFCD19060078
• 分子量: 239.317
• InChiKey: LHOAAZVYOBCTFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.375
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  异喹啉-1-基(三甲基)锡烷 、 环己甲酰氯 以 苯 为溶剂， 反应 3.0h， 以72%的产率得到cyclohexyl(isoquinolin-1-yl)methanone
  参考文献：
  名称：

  Yamamoto, Yutaka; Yanagi, Akihiko, Chemical and pharmaceutical bulletin, 1982, vol. 30, # 6, p. 2003 - 2010

  摘要：

  DOI：

文献信息

• Dioxygen-Mediated Decarbonylative CH Alkylation of Heteroaromatic Bases with Aldehydes
  作者：Subhasis Paul、Joyram Guin

  DOI：10.1002/chem.201503809

  日期：2015.12.1

  An operationally simple and economical method for the direct alkylation of heteroaromatic bases employing readily available aldehydes as alkyl radical precursors and molecular oxygen as a reagent is presented. This simple transformation demonstrates a broad substrate scope with respect to aldehydes and nitrogen heterocycles, enabling the introduction of several medicinally important yet challenging

  提出了一种操作简单且经济的方法，用于将杂芳族碱直接烷基化，该方法使用容易获得的醛作为烷基前体，并使用分子氧作为试剂。这种简单的转化展示了针对醛和氮杂环的广泛底物范围，从而能够将几种具有医学重要性但极具挑战性的烷基部分（例如乙基，异丙基，叔丁基和环己基）引入到不同类别的杂环碱中，优异的产量。
• Radical C−H Acylation of Nitrogen Heterocycles Induced by an Aerobic Oxidation of Aldehydes
  作者：Subhasis Paul、Manotosh Bhakat、Joyram Guin

  DOI：10.1002/asia.201900857

  日期：2019.9.16

  ketones is described herein. The reaction involves cross-dehydrogenative coupling between aldehydes and heteroaromatic bases with molecular oxygen (O2 ). The key aspect of the method is the generation of reactive acyl radical via homolytic activation of aldehyde C-H bond using O2 as the sole oxidant. The reaction has a good substrate scope with respect to aldehydes and functionalized nitrogen heterocycles

  本文描述了用于合成不对称杂芳基酮的需氧自由基方法。该反应涉及醛和杂芳族碱与分子氧（O2）之间的交叉脱氢偶联。该方法的关键方面是使用O2作为唯一氧化剂，通过醛CH键的均质活化来生成反应性酰基基团。关于醛和官能化的氮杂环，该反应具有良好的底物范围。根据我们的机理研究，建议该反应采用自由基链途径。该方法的合成应用在天然生物碱（±）安格西汀的形式合成中得到了证明。
• Transition metal-free Minisci reaction promoted by NCS, and TBHP: acylation of heteroarenes
  作者：Yogesh Siddaraju、Kandikere Ramaiah Prabhu

  DOI：10.1016/j.tet.2015.12.065

  日期：2016.2

  A method for acylation for heteroarenes under metal-free conditions has been described using NCS as an additive and TBHP as an oxidant. This method has been successfully employed in acylation of a variety of aldehyde with heteroarenes. The application of the method has been illustrated in synthesizing isoquinoline derived natural products. This strategy provides an efficient, mild and inexpensive method for acylation of heteroarenes. (C) 2015 Elsevier Ltd. All rights reserved.
• YAMAMOTO, YUTAKA;YANAGI, AKIHIKO, CHEM. AND PHARM. BULL., 1982, 30, N 6, 2003-2010
  作者：YAMAMOTO, YUTAKA、YANAGI, AKIHIKO

  DOI：——

  日期：——