1-(3,4-Dimethylbenzoyl)pyrrolidine | 59746-43-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3,4-Dimethylbenzoyl)pyrrolidine
• 英文别名: (3,4-dimethylphenyl)-pyrrolidin-1-ylmethanone
• CAS: 59746-43-9
• 化学式: C₁₃H₁₇NO
• mdl: MFCD01216014
• 分子量: 203.284
• InChiKey: RCMCDYXVKYLVRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-苯基-3-丁炔-2-醇 、 1-(3,4-Dimethylbenzoyl)pyrrolidine 在 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 silver(I) acetate 、 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.0h， 以34%的产率得到4-benzylidene-3,6,7-trimethylisochroman-1-one
  参考文献：
  名称：

  Rh(III)-Catalyzed Coupling of Benzamides with Propargyl Alcohols via Hydroarylation–Lactonization

  摘要：

  Rh(III)-catalyzed C-H activation and annulation of 1-benzoylpyrrolidine with propargyl alcohols has been achieved for an efficient synthesis of (4-benzylidene)isochroman-1-one. Highly enantioenriched products were obtained starting from optically pure propargyl alcohols.

  DOI：

  10.1021/ol403166p

文献信息

• Ruthenium(II)-Catalyzed Redox-Neutral C–H Alkylation of Arylamides with Unactivated Olefins
  作者：Chikkabagilu Nagaraju Shambhavi、Masilamani Jeganmohan

  DOI：10.1021/acs.orglett.1c01575

  日期：2021.6.18

  A Ru(II)-catalyzed weak chelating group-aided ortho-C–H alkylation of arylamides with unactivated olefins in a redox-neutral fashion has been demonstrated. The present alkylation reaction was well-suited for various substituted arylamides and unactivated aliphatic alkenes. In this alkylation reaction, pivalic acid plays dual role in which it delivers the proton source in a protonation step and the

  已经证明了Ru(II) 催化的弱螯合基团辅助的芳基酰胺与未活化烯烃以氧化还原中性方式进行的邻位-C-H 烷基化反应。本烷基化反应非常适用于各种取代的芳基酰胺和未活化的脂肪族烯烃。在该烷基化反应中，新戊酸发挥双重作用，它在质子化步骤中提供质子源，相应的乙酸酯部分使芳基酰胺的邻位-C-H 键去质子化。
• Aerobic Oxidative C–H Olefination of Arylamides with Unactivated Olefins via a Rh(III)-Catalyzed C–H Activation
  作者：Subramanian Jambu、Chikkabagilu Nagaraju Shambhavi、Masilamani Jeganmohan

  DOI：10.1021/acs.orglett.1c00646

  日期：2021.4.16

  An efficient Rh(III)-catalyzed aerobic oxidative C–H alkenylation of arylamides with unactivated alkenes is described. The olefination reaction was compatible with various substituted arylamides including primary, secondary, and tertiary as well as functionalized unactivated olefins. Meanwhile, ortho mono/bis-alkylated arylamides were synthesized in the reaction of arylamides with norbornene. In the

  描述了一种有效的Rh（III）催化的芳酰胺与未活化烯烃的需氧氧化C–H烯基化反应。烯烃化反应与各种取代的芳基酰胺相容，包括伯，仲和叔以及官能化的未活化烯烃。同时，在芳基酰胺与降冰片烯的反应中合成了邻单/双烷基化芳基酰胺。在烯基化反应中，分子氧与有机酸一起用于下一个催化循环的活性催化剂的再生。提出了一种可能的反应机制，涉及到C–H活化/插入/β-氢化物消除，然后进行好氧氧化，并得到了氘标记研究的支持。
• MORPHOLINONE COMPOUNDS AS FACTOR IXA INHIBITORS
  申请人：CHACKALAMANNIL Samuel

  公开号：US20110135650A1

  公开（公告）日：2011-06-09

  The present invention provides a compound of Formula (I) as described herein, or a pharmaceutically acceptable salt or a solvate thereof. The present invention also provides pharmaceutical compositions comprising one or more said compounds, and methods for using said compounds for treating or preventing a thromboses, embolisms, hypercoagulability or fibrotic changes.

  本发明提供了公式（I）所述的化合物，或其药学上可接受的盐或溶剂。本发明还提供了包含一种或多种所述化合物的药物组合物，并且提供了使用所述化合物治疗或预防血栓形成，栓塞，高凝状态或纤维化变化的方法。
• Substituted Benzoazepines As Toll-Like Receptor Modulators
  申请人：Howbert James Jeffry

  公开号：US20140066432A1

  公开（公告）日：2014-03-06

  Provided are compositions and methods useful for modulation of signaling through the Toll-like receptors TLR7 and/or TLR8. The compositions and methods have use in treating or preventing disease, including cancer, autoimmune disease, fibrotic disease, cardiovascular disease, infectious disease, inflammatory disorder, graft rejection, or graft-versus-host disease.

  提供的是对调节Toll样受体TLR7和/或TLR8信号传导有用的组合物和方法。这些组合物和方法在治疗或预防疾病方面有用，包括癌症、自身免疫疾病、纤维化疾病、心血管疾病、传染病、炎症性疾病、移植排斥或移植物抗宿主病方面。
• Ru(II)‐Catalyzed Oxidative Cross‐Dehydrogenative Alkenylations of Aromatic Amides and Ketones with Unactivated Olefins
  作者：Chandan Kumar Giri、Sudeshna Mondal、Mahiuddin Baidya

  DOI：10.1002/asia.202300243

  日期：2023.5.16

  broad range of amides and ketones including bioactive tethered amides. Further synthetic utility was demonstrated through the synthesis of high-valuable 2,3-benzodiazepine scaffolds. Mechanistic study reveals that the C−H ruthenation step is reversible and not the kinetically relevant step.

  已公开了钌 (II) 催化的酰胺和酮与未活化烯烃的氧化交叉脱氢烯化。该协议容忍范围广泛的酰胺和酮，包括具有生物活性的系链酰胺。通过合成高价值的 2,3-苯二氮卓支架，证明了进一步的合成效用。机理研究表明 C−H 钌化步骤是可逆的，而不是动力学相关的步骤。