2-(2-oxocyclohexyl)propanenitrile

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2-oxocyclohexyl)propanenitrile
• 英文别名: 2-(3-oxocyclohexyl)propanenitrile
• 化学式: C₉H₁₃NO
• 分子量: 151.208
• InChiKey: CLDMPPNVDGVYOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-tri(n-butyl)stannyloxy-1-cyclohexene 、 2-溴丙腈 在 air 、 三乙基硼 作用下， 以 正己烷 为溶剂， 反应 9.0h， 以26%的产率得到2-(2-oxocyclohexyl)propanenitrile
  参考文献：
  名称：

  Synthetic Utility of Stannyl Enolates as Radical Alkylating Agents¹

  摘要：

  [GRAPHICS]The radical-initiated beta -ketoalkylation of haloalkanes with tributylstannyl enolates is described. Stannyl enolates derived from aromatic ketones are reactive toward the homolytic beta -ketoalkylation of simple haloalkanes as well as those activated by an electron-withdrawing group. The reactivity of stannyl enolates as radical alkylating agents can be utilized for an efficient three-component coupling reaction among stannyl enolates, haloalkanes, and electron-deficient alkenes.

  DOI：

  10.1021/ol016268s

文献信息

• Template Catalysis by Metal–Ligand Cooperation. C–C Bond Formation via Conjugate Addition of Non-activated Nitriles under Mild, Base-free Conditions Catalyzed by a Manganese Pincer Complex
  作者：Alexander Nerush、Matthias Vogt、Urs Gellrich、Gregory Leitus、Yehoshoa Ben-David、David Milstein

  DOI：10.1021/jacs.5b13208

  日期：2016.6.8

  The first example of a catalytic Michael addition reaction of non-activated aliphatic nitriles to α,β-unsaturated carbonyl compounds under mild, neutral conditions is reported. A new de-aromatized pyridine-based PNP pincer complex of the Earth-abundant, first-row transition metal manganese serves as the catalyst. The reaction tolerates a variety of nitriles and Michael acceptors with different steric

  报道了在温和、中性条件下非活化脂肪腈与 α,β-不饱和羰基化合物的催化迈克尔加成反应的第一个例子。地球丰富的第一排过渡金属锰的一种新的脱芳构化吡啶基 PNP 钳形配合物用作催化剂。该反应耐受具有不同空间特征和受体强度的各种腈和迈克尔受体。包括温度依赖性 NMR 光谱和 DFT 计算在内的机理研究表明，烷基腈的协同活化导致金属化腈亲核物质（α-氰基碳负离子类似物）的产生，是该机制的关键步骤。金属中心不直接参与催化键的形成，而是与配体合作，作为底物活化的模板。这种“模板催化”方法扩大了共轭加成反应的潜在供体范围。
• Pyridine Derivatives and Their Use as Medicaments for Treating Diseases Related to Mch Receptor
  申请人：Sekiguchi Yoshinori

  公开号：US20080090863A1

  公开（公告）日：2008-04-17

  The present invention encompasses novel substituted pyridine compounds of Formula (I): which act as MCH receptor antagonists. These compositions and pharmaceutical compositions thereof are useful in the prophylaxis or treatment of improving memory function, sleeping and arousal, anxiety, depression, mood disorders, seizure, obesity, diabetes, appetite and eating disorders, cardiovascular disease, hypertension, dyslipidemia, myocardial infarction, binge eating disorders including bulimia, anorexia, mental disorders including manic depression, schizophrenia, delirium, dementia, stress, cognitive disorders, attention deficit disorder, substance abuse disorders and dyskinesias including Parkinson's disease, epilepsy, and addiction.

  本发明涵盖了式（I）的新型取代吡啶化合物，其作为MCH受体拮抗剂。这些组合物及其制药组合物在预防或治疗改善记忆功能、睡眠和觉醒、焦虑、抑郁、情绪障碍、癫痫、肥胖症、糖尿病、食欲和饮食障碍、心血管疾病、高血压、血脂异常、心肌梗死、暴食障碍，包括贪食症、厌食症、精神障碍，包括躁郁症、精神分裂症、谵妄、痴呆、压力、认知障碍、注意力缺陷障碍、物质滥用障碍和运动障碍，包括帕金森病、癫痫和成瘾方面具有用处。
• Process for the preparation of indole or a methyl-substituted indole, possibly mixed with the hydrogenated derivative
  申请人：STAMICARBON B.V.

  公开号：EP0065342A1

  公开（公告）日：1982-11-24

  Indole, and/or methyl-substituted indoles are described as prepared from the corresponding 2-(cyanomethyl)cyclohexanone starting material through a catalytic reaction in the presence of hydrogen, using a dehydrogenation-catalyst, containing a metal, or metal compound, of Group VIII or Group Ib of the Periodic Table. The reaction is carried out at an elevated temperature at high conversion to yield the corresponding indole and (in some cases) tetra- or hexahydroindoles.

  吲哚和/或甲基取代的吲哚是由相应的 2-(氰甲基)环己酮起始原料在氢气存在下通过催化反应制备的，使用的脱氢催化剂含有元素周期表第 VIII 族或第 Ib 族的金属或金属化合物。 反应在高温下以高转化率进行，生成相应的吲哚和（在某些情况下）四氢或六氢吲哚。
• US4154933A
  申请人：——

  公开号：US4154933A

  公开（公告）日：1979-05-15
• US4473699A
  申请人：——

  公开号：US4473699A

  公开（公告）日：1984-09-25