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5-(4-氟苯基)-5-氧代戊腈 | 898767-06-1

中文名称
5-(4-氟苯基)-5-氧代戊腈
中文别名
——
英文名称
5-(4-fluorophenyl)-5-oxopentanenitrile
英文别名
5-(4-Fluorophenyl)-5-oxovaleronitrile
5-(4-氟苯基)-5-氧代戊腈化学式
CAS
898767-06-1
化学式
C11H10FNO
mdl
MFCD01319951
分子量
191.205
InChiKey
CDGYAXKSYRIFEX-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 沸点:
    355.4±22.0 °C(Predicted)
  • 密度:
    1.137±0.06 g/cm3(Predicted)

计算性质

  • 辛醇/水分配系数(LogP):
    1.7
  • 重原子数:
    14
  • 可旋转键数:
    4
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.272
  • 拓扑面积:
    40.9
  • 氢给体数:
    0
  • 氢受体数:
    3

安全信息

  • 海关编码:
    2926909090

SDS

SDS:35d317041adb5545df32e22ae5df63a6
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上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    参考文献:
    名称:
    Substituted tetrahydrofuroyl-1-phenylalanine derivatives as potent and specific VLA-4 antagonists
    摘要:
    A series of substituted tetra hydrofuroyl-1-phenylalanine derivatives was prepared and evaluated as VLA-4 antagonists. Substitution of the a carbon of the tetrahydrofuran with aryl groups increased the specificity for VLA-4 versus alpha(4)beta(7) while amide substitution increased the potency of the series without increasing the specificity. Substitution of the P carbon of the tetrahydrofuran with keto or amino groups slightly improved the specificity for VLA-4 versus alpha(4)beta(7) but with a significant loss in binding affinity for VLA-4. (C) 2002 Elsevier Science Ltd. All rights reserved.
    DOI:
    10.1016/s0960-894x(02)00211-1
  • 作为产物:
    描述:
    4-氟苯甲酰乙酸乙酯 在 sodium hydride 、 sodium carbonate 作用下, 以 乙醇 为溶剂, 反应 17.0h, 生成 5-(4-氟苯基)-5-氧代戊腈
    参考文献:
    名称:
    对映选择性钛(III)催化酮腈的还原环化
    摘要:
    请减少!标题反应可在室温下以高收率和高对映选择性提供α-羟基酮,这是生物活性天然产物中常见的结构基序。人们发现市售的ansa-titanocene 1是该过程的有效催化剂,据推测可通过向腈中添加酮基来进行。
    DOI:
    10.1002/anie.201204469
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文献信息

  • Photoinduced C-C Bond Cleavage and Oxidation of Cycloketoxime Esters
    作者:Binlin Zhao、Hui Tan、Cheng Chen、Ning Jiao、Zhuangzhi Shi
    DOI:10.1002/cjoc.201800206
    日期:2018.11
    the traditional Beckmann rearrangement process has been established to build cyano‐containing ketones in the presence of photocatalyst. This novel transformation is remarkable with selective CC bond cleavage and an oxidation process enabled by DMSO used as the solvent, oxidant, and oxygen source avoiding acid, base and toxic cyanide salts as the cyano source. Further applications in late‐stage modification
    已经建立了超越传统贝克曼重排过程的环酮肟酯的新型结构重组,以在光催化剂存在下构建含氰基的酮。这种新颖的转化过程具有显着的选择性CC键断裂和DMSO作为溶剂,氧化剂和氧源而避免了酸,碱和有毒氰化物盐作为氰基源的氧化过程。也已经报道了在复杂和手性分子的后期修饰中的进一步应用。
  • Palladium-Catalyzed Cascade Reactions of δ-Ketonitriles with Arylboronic Acids: Synthesis of Pyridines
    作者:Xinrong Yao、Linjun Qi、Renhao Li、Qianqian Zhen、Jichao Liu、Zhiwei Zhao、Yinlin Shao、Maolin Hu、Jiuxi Chen
    DOI:10.1021/acscombsci.9b00198
    日期:2020.3.9
    presents the first example of the Pd-catalyzed cascade reactions of 5-oxohexanenitrile with arylboronic acids, affording important synthon 2-methylpyridines that can be further translated through C(sp3)-H functionalization to construct pyridine derivatives. Furthermore, this chemistry allows 5-oxo-5-arylpentanenitrile to react with arylboronic acids to provide unsymmetrical 2,6-diarylpyridines. This protocol
    该研究提出了5-氧代己腈与芳基硼酸的Pd催化级联反应的第一个实例,提供了重要的合成子2-甲基吡啶,它们可以通过C(sp 3)-H官能化进一步翻译以构建吡啶衍生物。此外,该化学方法允许5-氧代-5-芳基戊腈与芳基硼酸反应以提供不对称的2,6-二芳基吡啶。该方案为在温和条件下以中等至极佳收率的实用且原子经济的方法合成有价值的具有宽泛官能团的吡啶铺平了道路。
  • Nickel-Catalyzed Reductive Electrophilic Ring Opening of Cycloketone Oxime Esters with Aroyl Chlorides
    作者:Decai Ding、Chuan Wang
    DOI:10.1021/acscatal.8b03930
    日期:2018.12.7
    of cycloketone oxime esters with aromatic acid chlorides in assistance of Mn as reductant. Notably, complete regioselectivity can be achieved in this C–C bond cleavage reaction, providing an efficient access to a variety of cyanoketones under cyanide-free conditions. A radical reaction pathway was proposed on the basis of the results of the mechanistic probing experiments.
    通过合并交叉亲电偶合和C–C键断裂,我们开发了Ni催化的环酮肟酯与芳香族酰氯的亲电开环,并以Mn为还原剂。值得注意的是,在这种C-C键断裂反应中可以实现完全的区域选择性,从而在无氰化物的条件下有效地获得各种氰酮。根据机理探测实验的结果,提出了一种自由基反应途径。
  • C−C Bond-Forming Strategy by Manganese-Catalyzed Oxidative Ring-Opening Cyanation and Ethynylation of Cyclobutanol Derivatives
    作者:Rongguo Ren、Zhen Wu、Yan Xu、Chen Zhu
    DOI:10.1002/anie.201510973
    日期:2016.2.18
    cyano C1 unit and ethynyl C2 unit are regiospecifically introduced to the γ‐position of ketones at room temperature, providing a mild yet powerful method for production of elusive aliphatic nitriles and alkynes. All transformations described are based on a common sequence: 1) oxidative ring‐opening of cyclobutanol substrates by C−C bond cleavage; 2) radical addition to triple bonds bearing an arylsulfonyl
    描述了一种新颖的C-C键形成策略,该策略使用锰催化的环丁醇底物的开环,然后进行氰化或乙炔化。在室温下将氰基C1单元和乙炔基C2单元区域特异性地引入酮的γ位置,为生产难以捉摸的脂肪族腈和炔烃提供了一种温和而有效的方法。所描述的所有转化均基于共同的序列:1)通过C-C键断裂环丁醇底物的氧化性开环;2)对带有芳基磺酰基的三键进行自由基加成;3)自由基介导的CS键断裂。
  • Syntheses of Pyrroles, Pyridines, and Ketonitriles via Catalytic Carbopalladation of Dinitriles
    作者:Linjun Qi、Renhao Li、Xinrong Yao、Qianqian Zhen、Pengqing Ye、Yinlin Shao、Jiuxi Chen
    DOI:10.1021/acs.joc.9b02999
    日期:2020.1.17
    The first example of the Pd-catalyzed addition of organoboron reagents to dinitriles, as an efficient means of preparing 2,5-diarylpyrroles and 2,6-diarylpyridines, has been discussed here. Furthermore, the highly selective carbopalladation of dinitriles with organoboron reagents to give long-chain ketonitriles has been developed as well. Based on the broad scope of substrates, excellent functional
    本文讨论了Pd催化向二腈中添加有机硼试剂的第一个例子,这是制备2,5-二芳基吡咯和2,6-二芳基吡啶的有效方法。此外,还开发了用有机硼试剂对二腈进行高度选择性的碳巴巴定反应以生成长链酮腈。基于底物的广泛范围,优异的官能团耐受性和可商购的底物的使用,预期芳基硼酸和二腈的Pd催化加成反应在未来的合成方法中将是重要的。
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