(2-Methylphenyl)-(1-propan-2-ylimidazol-2-yl)methanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2-Methylphenyl)-(1-propan-2-ylimidazol-2-yl)methanone
• 英文别名: (2-methylphenyl)-(1-propan-2-ylimidazol-2-yl)methanone
• 化学式: C₁₄H₁₆N₂O
• 分子量: 228.294
• InChiKey: CLVPLXYSVDRQID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 4-(5-oxo-1,4,2-dioxazol-3-yl)benzoate 、 (2-Methylphenyl)-(1-propan-2-ylimidazol-2-yl)methanone 在 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 lithium acetate 、 silver(I) acetate 、 四(3,5-二(三氟甲基)苯基)硼酸钠 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以55%的产率得到methyl 4-((2-(1-isopropyl-1H-imidazole-2-carbonyl)-3-methylphenyl)carbamoyl)benzoate
  参考文献：
  名称：

  Carboxylate-Assisted Iridium (III)-Catalyzed C(sp²)–H Amidation of 2-Aroylimidazoles With Dioxazolones

  摘要：

  DOI：

  10.1021/acs.joc.2c00949

文献信息

• Ruthenium(II)-catalyzed Arylation of <i>ortho</i>-C–H Bonds in 2-Aroyl-imidazoles with Aryl Halides
  作者：Chen-an Wang、Naoto Chatani

  DOI：10.1246/cl.200886

  日期：2021.4.5

  The ruthenium(II)-catalyzed ortho-C−H arylation of 2-aroyl-imidazoles with aryl bromides and chloride is reported. An imidazole ring functions both as a masked ester and a directing group for C−H activation. A variety of functional groups are tolerated under the reaction conditions. The arylated final products could be easily converted into the corresponding esters and amide.

  报道了钌（II）催化的2-芳酰基咪唑与芳基溴化物和氯化物的邻位CH芳基化反应。咪唑环既起掩蔽酯的作用，又起CH活化的指导基团的作用。在反应条件下可以耐受多种官能团。芳基化的最终产物可以容易地转化成相应的酯和酰胺。
• Ir(III)-Catalyzed C(sp²)–H Amidation of 2-Aroylimidazoles with 2,2,2-Trichloroethoxycarbonyl Azide (TrocN₃)
  作者：Sanjit K. Mahato、Tianhao Zhang、Naoto Chatani

  DOI：10.1021/acs.joc.2c02056

  日期：2022.12.16

  2-trichloroethyl azide (TrocN3) as an amidating reagent is reported. The reaction proceeds smoothly, even at room temperature, and various important functional groups are tolerated. The results of deuterium-labeling experiments indicate that C–H bond cleavage is irreversible and does not appear to be the rate-determining step. The presence of an electron-donating group on the phenyl ring in the 2-aroylimidazole
• OLIGOMERIC AND POLYMERIC ELECTRONICALLY-MODIFIED BORONIC ACIDS AND METHODS OF USING THE SAME
  申请人：Halliburton Energy Services, Inc.

  公开号：US20140174748A1

  公开（公告）日：2014-06-26

  Crosslinked gelling agents employed during subterranean operations use electronically-modified boronic acids to enable higher operating temperatures while allowing reduced gelling agent loadings; the boronic acids having Formula I: X 1 and X 2 are independently selected from O, CH 2 , CH 2 O, OCH 2 , bond, and null, Y 1 and Y 2 are independently N or C, Ar is a 5- or 6-membered ring aryl or heteroaryl group with a link L to monomer unit M 1 , m is 1 or 2, n is 0, 1, 2, or 3, and each Z is independently an electron withdrawing group selected from nitro, ester, carboxylic acids, carboxylates, halogen, cyano, amide, acyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, CF 3 , a quaternary ammonium salt, polyhaloalkyl, and carbamate, with the proviso that when n is 0, the link L between M 1 and Ar includes an electron withdrawing group attached to Ar, and introducing the treatment fluids into subterranean formations.
• Oligomeric and Polymeric Electronically-Modified Boronic Acids and Methods of Using the Same
  申请人：HALLIBURTON ENERGY SERVICES, INC.

  公开号：US20140110120A1

  公开（公告）日：2014-04-24

  Crosslinked gelling agents employed during subterranean operations use electronically-modified boronic acids to enable higher operating temperatures while allowing reduced gelling agent loadings; the boronic acids having Formula I: X 1 and X 2 are independently selected from O, CH 2 , CH 2 O, OCH 2 , bond, and null, Y 1 and Y 2 are independently N or C, Ar is a 5- or 6-membered ring aryl or heteroaryl group with a link L to monomer unit M 1 , m is 1 or 2, n is 0, 1, 2, or 3, and each Z is independently an electron withdrawing group selected from nitro, ester, carboxylic acids, carboxylates, halogen, cyano, amide, acyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, CF 3 , a quaternary ammonium salt, polyhaloalkyl, and carbamate, with the proviso that when n is 0, the link L between M 1 and Ar includes an electron withdrawing group attached to Ar, and introducing the treatment fluids into subterranean formations.
• US9027644B2
  申请人：——

  公开号：US9027644B2

  公开（公告）日：2015-05-12