2-呋喃基(1H-吡唑-1-基)甲酮 | 560076-63-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 中文名称: 2-呋喃基(1H-吡唑-1-基)甲酮
• 英文名称: furan-2-yl(1H-pyrazol-1-yl)methanone
• 英文别名: furan-2-yl(pyrazol-1-yl)methanone
• CAS: 560076-63-3
• 化学式: C₈H₆N₂O₂
• mdl: MFCD03385653
• 分子量: 162.148
• InChiKey: YQSCMZWDBHRRLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-呋喃基(1H-吡唑-1-基)甲酮 、 双(乙腈)氯化钯(II) 以 二氯甲烷 为溶剂， 以80%的产率得到dichlorobis(2-(pyrazolyl-1-carbonyl)furan)palladium(II)
  参考文献：
  名称：

  呋喃酰基和噻吩羰基接头吡唑基钯 (II) 配合物 ?? 作为乙烯低聚催化剂的合成、表征和评价

  摘要：

  2-呋喃酰氯和 2-噻吩碳酰氯与取代的吡唑反应生成改性吡唑基化合物：{(3,5-Me2pzCO)-2-C4H3O} (L1), {(3,5-Me2pzCO)-2-C4H3S } (L2), {(3,5-t-Bu2pzCO)-2-C4H3O} (L3), {(3,5-t-Bu2pzCO)-2-C4H3S} (L4), {(3,5-Ph2pzCO) )-2-C4H3S} (L5) 和 {(pzCO)-2-C4H3O} (L6) 收率良好。这些合成子与 [Pd(NCMe)2Cl2] 的反应得到相应的单核钯 (II) 配合物：[Pd(L1)2Cl2] (1), [Pd(L2)2Cl2] (2), [Pd(L3)2Cl2 ] (3)、[Pd(L4)2Cl2] (4)、[Pd(L5)2Cl2] (5) 和 [Pd(L6)2Cl2] (6) 的产量中等至高。合成的所有化合物均通过 1H NMR、13C NMR

  DOI：

  10.1139/v05-092
• 作为产物：
  描述：

  糠酸（呋喃甲酸） 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 2-呋喃基(1H-吡唑-1-基)甲酮
  参考文献：
  名称：

  Synthesis and antifungal activity evaluation of new heterocycle containing amide derivatives

  摘要：

  A series of heterocycle containing amide derivatives (1-28) were synthesised by the combination of acyl chlorides (1a, 2a) and heterocyclic/homocyclic ring containing amines, and their in vitro antifungal activity was evaluated against five plant pathogenic fungi, namely Gibberella zeae, Helminthosporium maydis, Rhizoctonia solani, Botrytis cinerea and Sclerotinia sclerotiorum. Results of antifungal activity analysis indicated that some of the products showed good to excellent antifungal activity, as compound 2 showed excellent activity against G. zeae and R. solani and potent activity against H. maydi, B. cinerea and S. sclerotiorum, and compounds 1, 8 and 10 also displayed excellent antifungal potential against H. maydi, B. cinerea and S. sclerotiorum and good activity against R. solani when compared with the standard carbendazim.

  DOI：

  10.1080/14786419.2015.1041137

文献信息

• Accessing <i>N</i>-Acyl Azoles via Oxoammonium Salt-Mediated Oxidative Amidation
  作者：John M. Ovian、Christopher B. Kelly、Vincent A. Pistritto、Nicholas E. Leadbeater

  DOI：10.1021/acs.orglett.7b00060

  日期：2017.3.17

  An operationally simple, robust, metal-free approach to the synthesis of N-acyl azoles from both alcohols and aldehydes is described. Oxidative amidation is facilitated by a commercially available organic oxidant (4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate) and proceeds under very mild conditions for an array of structurally diverse substrates. Tandem reactions of these

  描述了从醇和醛两者合成N-酰基唑的操作简单，坚固，无金属的方法。可商购的有机氧化剂（4-乙酰氨基-2,2,6,6-四甲基哌啶-1-氧代四氟硼酸铵）促进了氧化酰胺化反应，并在非常温和的条件下对一系列结构多样的底物进行了氧化。这些活化的酰胺的串联反应，例如转酰胺基化和酯化，使得能够进一步完善。同样，可以回收用过的氧化剂并用于再生氧铵盐。
• Nitroxide‐Catalyzed Oxidative Amidation of Aldehydes to Yield <i>N</i> ‐Acyl Azoles Using Sodium Persulfate
  作者：Fabrizio Politano、Arturo León Sandoval、Mason L. Witko、Katrina E. Doherty、Chelsea M. Schroeder、Nicholas E. Leadbeater

  DOI：10.1002/ejoc.202101239

  日期：2022.1.27

  In the presence of a catalytic quantity of a nitroxide salt, sodium persulfate can be used for the oxidative amidation of aldehydes to yield acyl azoles.

  在催化量的氮氧化物盐存在下，过硫酸钠可用于醛的氧化酰胺化以产生酰基唑。
• [EN] QUORUM SENSING INHIBITORS AND METHODS OF USE<br/>[FR] INHIBITEURS DE DÉTECTION DE QUORUM ET MÉTHODES D'UTILISATION
  申请人：UNIV INDIANA TRUSTEES

  公开号：WO2022036282A1

  公开（公告）日：2022-02-17

  Inhibition of quorum sensing in Gram-negative bacteria, particularly strains of Vibrio, by certain compounds is disclosed. Compositions to treat bacterial infections and methods to treat such infections are also provided.

  抑制革兰氏阴性细菌特别是弧菌属的群体感应的某些化合物被揭示。还提供了用于治疗细菌感染的组合物和治疗此类感染的方法。
• Furoyl and thiophene carbonyl linker pyrazolyl palladium(II) complexes — Synthesis, characterization, and evaluation as ethylene oligomerization catalysts
  作者：Stephen O Ojwach、Mmboneni G Tshivhase、Ilia A Guzei、James Darkwa、Selwyn F Mapolie

  DOI：10.1139/v05-092

  日期：2005.6.1

  2-thiophene carbonyl chloride with substituted pyrazoles produced the modified pyrazolyl compounds: (3,5-Me2pzCO)-2-C4H3O} (L1), (3,5-Me2pzCO)-2-C4H3S} (L2), (3,5-t-Bu2pzCO)-2-C4H3O} (L3), (3,5-t-Bu2pzCO)-2-C4H3S} (L4), (3,5-Ph2pzCO)-2-C4H3S} (L5), and (pzCO)-2-C4H3O} (L6) in good yields. Reactions of these synthons with [Pd(NCMe)2Cl2] afforded the corresponding mononuclear palladium(II) complexes: [Pd(L1)2Cl2]

  2-呋喃酰氯和 2-噻吩碳酰氯与取代的吡唑反应生成改性吡唑基化合物：(3,5-Me2pzCO)-2-C4H3O} (L1), (3,5-Me2pzCO)-2-C4H3S } (L2), (3,5-t-Bu2pzCO)-2-C4H3O} (L3), (3,5-t-Bu2pzCO)-2-C4H3S} (L4), (3,5-Ph2pzCO) )-2-C4H3S} (L5) 和 (pzCO)-2-C4H3O} (L6) 收率良好。这些合成子与 [Pd(NCMe)2Cl2] 的反应得到相应的单核钯 (II) 配合物：[Pd(L1)2Cl2] (1), [Pd(L2)2Cl2] (2), [Pd(L3)2Cl2 ] (3)、[Pd(L4)2Cl2] (4)、[Pd(L5)2Cl2] (5) 和 [Pd(L6)2Cl2] (6) 的产量中等至高。合成的所有化合物均通过 1H NMR、13C NMR
• Synthesis and antifungal activity evaluation of new heterocycle containing amide derivatives
  作者：Xuesong Wang、Sumei Gao、Jian Yang、Yang Gao、Ling Wang、Xiaorong Tang

  DOI：10.1080/14786419.2015.1041137

  日期：2016.3.18

  A series of heterocycle containing amide derivatives (1-28) were synthesised by the combination of acyl chlorides (1a, 2a) and heterocyclic/homocyclic ring containing amines, and their in vitro antifungal activity was evaluated against five plant pathogenic fungi, namely Gibberella zeae, Helminthosporium maydis, Rhizoctonia solani, Botrytis cinerea and Sclerotinia sclerotiorum. Results of antifungal activity analysis indicated that some of the products showed good to excellent antifungal activity, as compound 2 showed excellent activity against G. zeae and R. solani and potent activity against H. maydi, B. cinerea and S. sclerotiorum, and compounds 1, 8 and 10 also displayed excellent antifungal potential against H. maydi, B. cinerea and S. sclerotiorum and good activity against R. solani when compared with the standard carbendazim.