4-allyl-1,3-cyclohexanedione | 57428-53-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-allyl-1,3-cyclohexanedione
• 英文别名: 4-allylcyclohexane-1,3-dione；4-(2-propenyl)-1,3-cyclohexanedione；4-Allyl-cyclohexandion-(1,3)；6-Allyl-1,3-cyclohexandion；4-Allyl-cyclohexane-1,3-dione；4-prop-2-enylcyclohexane-1,3-dione
• CAS: 57428-53-2
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: QYRCMTCDSZFQHQ-UHFFFAOYSA-N

物化性质

• 熔点：
  34-36 °C
• 沸点：
  113-114 °C(Press: 0.5 Torr)
• 密度：
  1.024±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  4-allyl-1,3-cyclohexanedione 在 potassium permanganate 、 sodium periodate 作用下， 以 丙酮 为溶剂， 生成 1,2,4-丁烷三羧酸
  参考文献：
  名称：

  乙缩醛保护的（2,4-Dioxocyclohex-1-yl）乙酰胺的酸催化环化反应合成2,6-二氧-1,2,3,4,5,6-六氢吲哚并将其转化为5,8， 9,10-四氢-6 H-吲哚并[2,1- a ]异喹啉-9-一

  摘要：

  Abstractmagnified imageAcetal‐protected (2,4‐dioxocyclohex‐1‐yl)acetic acids were prepared by allylation of dilithiated 1,3‐cyclohexane‐1,3‐diones, protection of the carbonyl groups and oxidation of the alkene moiety. Their reaction with amines afforded the corresponding amides which were transformed, by acid‐catalyzed cyclization, into various 2,6‐dioxo‐1,2,3,4,5,6‐hexahydroindoles. The reaction of the latter with triflic acid resulted in the formation of novel 5,8,9,10‐tetrahydro‐6H‐indolo[2,1‐a]isoquinolin‐9‐ones.

  DOI：

  10.1002/adsc.200800691
• 作为产物：
  描述：

  3-异丁氧基-2-环己烯酮 在 盐酸 、 lithium diisopropyl amide 作用下， 以 丙酮 为溶剂， 反应 11.0h， 生成 4-allyl-1,3-cyclohexanedione
  参考文献：
  名称：

  Synthesis of β-chloro, β-bromo, and β-iodo α,β-unsaturated ketones

  摘要：

  描述了一种制备β-氯、β-溴和β-碘α，β-不饱和酮的新的高效方法。该方法涉及β-二酮或α-羟甲基环戊酮与三苯基膦二卤化物在三乙胺存在下的反应。对于二氯化物和二溴化物试剂，反应通常在苯中室温下进行，而对于三苯基膦二碘化物，最好在回流的乙腈（β-二酮）或乙腈-六甲基磷酰胺（α-羟甲基环戊酮）中进行。三苯基膦二碘化物-三乙胺与一系列4-烷基-1,3-环己二酮的反应主要或仅产生（取决于烷基的大小）6-烷基-3-碘-2-环己烯-1-酮，而该试剂与2-羟甲基环己酮和2-羟甲基环戊酮的反应分别选择性地产生（E）-2-碘甲基环己酮和（E）-2-碘甲基环戊酮。

  DOI：

  10.1139/v82-033

文献信息

• Free radical reactions for heterocycle synthesis. Part 7: 2-Bromobenzoic acids as building blocks in the construction of spirobenzolactones and spirobenzolactams
  作者：Wei Zhang、Georgia Pugh

  DOI：10.1016/s0040-4020(03)00655-0

  日期：2003.6

  A straightforward 2-step parallel synthesis for structurally diversified spiro compounds is developed. 2-Bromobenzoic acids are used as common building blocks to couple with a series of conjugated enoles or enamines. Sequential intramolecular free radical Michael additions lead to formation of spirobenzolactones, spirobenzolactams, spirobenzolactone-lactams, spiorbenzolactone-thiolactones, spiordilactones

  开发了一种简单的两步平行合成方法，用于结构上多样化的螺环化合物。2-溴苯甲酸用作常见的结构单元，与一系列共轭的烯醇或烯胺偶联。依次的分子内自由基迈克尔加成导致形成螺苯并内酯，螺苯并内酰胺，螺苯并内酯-内酰胺，螺苯并内酯-硫代内酯，螺二内酯和桥连螺内酯。
• Certain 1H-pyrrold[3,4-b]quinolin-1-one-9-amino-2,3-dihydro derivatives
  申请人：ICI Americas Inc.

  公开号：US04975435A1

  公开（公告）日：1990-12-04

  The present invention comprises certain quinoline lactams of formula I; pharmaceutically acceptable salts of the compounds of formula I; pharmaceutical compositions containing a compound of formula I, or a pharmaceutically acceptable salt thereof, for use in the treatment of anxiety; and processes for the manufacture of the compounds of formula I, as well as intermediates for use in such manufacture.

  本发明涵盖了某些式I的喹啉内酰胺；式I化合物的药学上可接受的盐；含有式I化合物或其药学上可接受的盐的药物组合物，用于治疗焦虑；以及用于制造式I化合物的工艺，以及用于此类制造的中间体。
• Pyrazolopyridine cycloalkanones and process for their preparation
  申请人：ICI Americas Inc.

  公开号：US04546104A1

  公开（公告）日：1985-10-08

  Novel tetrahydropyrazolo-[3,4-b]quinolinones, cyclopenta[b]pyrazolo-[4,3-e]pyridinones and cyclohepta[b]-pyrazolo[4,3-e]pyridinones, useful as anxiolytics having reduced side effects, are disclosed, including methods of preparation, pharmaceutical compositions containing them and intermediates used in their preparation.

  新型四氢吡唑并[3,4-b]喹啉酮、环戊[b]吡唑并[4,3-e]吡啶酮和环庚[b]-吡唑并[4,3-e]吡啶酮，作为具有减少副作用的抗焦虑药物被披露，包括其制备方法、含有它们的药物组合物和用于其制备的中间体。
• Direct 4-Alkylation of 1,3-Cyclohexanediones via Dianionic Species
  作者：Nicola M. Berry、Mark C. P. Darey、Laurence M. Harwood

  DOI：10.1055/s-1986-31679

  日期：——

  1,3-Cyclohexanediones are directly alkylated at the 4 position via dianionic species generated at - 78°C using lithium diisopropylamide/hexamethylphosphoric triamide. Acetylation of the reaction products at room temperature yields the 3-acetoxy-6-alkylcyclohex-2-enones selectively.

  1,3-环己二酮通过使用二异丙基氨基锂/六甲基磷三酰胺在 - 78°C 下生成的双阴离子物质在 4 位直接烷基化。反应产物在室温下乙酰化选择性地产生3-乙酰氧基-6-烷基环己-2-烯酮。
• NOVEL FUSED PYRAZOLE DERIVATIVES AND THEIR USE AS ALLOSTERIC MODULATORS OF METABOTROPIC GLUTAMATE RECEPTORS
  申请人：Bolea Christelle

  公开号：US20130252944A1

  公开（公告）日：2013-09-26

  The present invention relates to novel compounds of Formula (I), wherein M, A and Y are defined as in Formula (I); invention compounds are modulators of metabotropic glutamate receptors—subtype 4 (“mGluR 4 ”) which are useful for the treatment or prevention of central nervous system disorders as well as other disorders modulated by mGluR 4 receptors. The invention is also directed to pharmaceutical compositions and the use of such compounds in the manufacture of medicaments, as well as to the use of such compounds for the prevention and treatment of such diseases in which mGluR 4 is involved.

  本发明涉及式(I)的新型化合物，其中M、A和Y如式(I)中所定义；发明化合物是代谢型谷氨酸受体亚型4（“mGluR4”）的调节剂，可用于治疗或预防中枢神经系统疾病以及其他受mGluR4受体调节的疾病。本发明还涉及制药组合物以及使用这种化合物制造药物的用途，以及使用这种化合物预防和治疗涉及mGluR4的疾病的用途。