N-(4,4'-dimethyl-[1,1'-biphenyl]-2-yl)pivalamide | 1029124-77-3

• 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: N-(4,4'-dimethyl-[1,1'-biphenyl]-2-yl)pivalamide
• 英文别名: 2,2-dimethyl-N-[5-methyl-2-(4-methylphenyl)phenyl]propanamide
• CAS: 1029124-77-3
• 化学式: C₁₉H₂₃NO
• 分子量: 281.398
• InChiKey: JHEZZRUDQFZXTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-甲基苯胺 在 三氟甲磺酸 、 palladium diacetate 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 44.0h， 生成 N-(4,4'-dimethyl-[1,1'-biphenyl]-2-yl)pivalamide
  参考文献：
  名称：

  A highly efficient Pd-catalyzed decarboxylative ortho-arylation of amides with aryl acylperoxides

  摘要：

  通过Pd催化的酰过氧化物与酰胺的脱羧ortho-芳基化反应被开发出来。苯胺酰胺产生ortho-芳基化产物，N-甲氧基芳胺酰胺产生菲啰啉酮。

  DOI：

  10.1039/c4cc06457g

文献信息

• A unified strategy for silver-, base-, and oxidant-free direct arylation of C–H bonds
  作者：Manoj K. Sahoo、Siba P. Midya、Vinod G. Landge、Ekambaram Balaraman

  DOI：10.1039/c6gc03438a

  日期：——

  C–N2 bond cleavage. This unified strategy has been achieved by the synergistic combination of visible-light metal-free photoredox and palladium catalysis under silver-, base- and/or additive-free conditions. The broad substrate scope, functional group tolerance, excellent regioselectivity and redox-neutral conditions of this process make it attractive for the effective synthesis of a wide range of important

  在这里，我们报告的C-H键与芳基重氮盐作为一个简单的芳基供体室温下直接芳基化的双催化方法中，也正在作为内部氧化剂通过C-N 2键断裂。通过在无银，无碱和/或无添加剂的条件下，将无可见光金属的光氧化还原和钯催化的协同结合，可以实现这种统一的策略。该方法广泛的底物范围，官能团耐受性，出色的区域选择性和氧化还原中性条件使其对有效合成各种重要的N杂环商品（例如二苯并[ b，d ]氮杂，咔唑和菲啶）具有吸引力。
• Decarboxylative Arylation of Pyridine 1-Oxides and Anilides with Benzoic Acid via Palladium-Catalyzed C-H Functionalization
  作者：Minoo Dabiri、Seyed Iman Alavioon、Siyavash Kazemi Movahed

  DOI：10.1002/ejoc.201801373

  日期：2019.2.21

  A novel method for palladium‐catalyzed decarboxylative ortho C–H bond arylation of pyridine 1‐oxides and anilides with benzoic acids as aryl sources are described.

  本文介绍了一种新颖的钯-氧化物和苯甲酰苯与苯甲酸作为芳基来源的钯催化脱羧邻C-H键芳基化的新方法。
• Palladium-catalyzed regio- and chemoselective direct desulfitative arylation of anilides with arylsulfonyl chlorides
  作者：Ebrahim Kianmehr、Arezoo Tanbakouchian

  DOI：10.1016/j.tet.2017.07.022

  日期：2017.9

  A straightforward and practical palladium-catalyzed regioselective arylation of anilides is described. This method provides a new approach to prepare 2-aminobiaryls, which are valuable precursors for the synthesis of various N-containing heterocycles, using arylsulfonyl chlorides as readily available arylating agents.

  描述了一种简单实用的钯催化的苯甲酸酯的区域选择性芳基化。此方法提供了一种新的方法来制备2- aminobiaryls，这对于各种合成有价值的前体Ñ含杂环，使用芳基磺酰氯如容易获得的芳基化剂。
• Twofold C−H Functionalization: Palladium-Catalyzed <i>Ortho</i> Arylation of Anilides
  作者：Gordon Brasche、Jorge García-Fortanet,、Stephen L. Buchwald

  DOI：10.1021/ol800619c

  日期：2008.6.5

  The ortho arylation of anilides to form biphenyls via a twofold C-H functionalization/C-C bond-forming process is described. The oxidative coupling takes place in the presence of 5-10 mol % of Pd(OAC)(2), 10-20 mol % of DMSO, and 4-11 equiv of the aryl substrate in TFA under an oxygen atmosphere. No metal-containing cocatalyst is required.
• Ligand-Controlled <i>Para</i>-Selective C–H Arylation of Monosubstituted Arenes
  作者：Hui Xu、Ming Shang、Hui-Xiong Dai、Jin-Quan Yu

  DOI：10.1021/acs.orglett.5b01802

  日期：2015.8.7

  In a Pd-catalyzed double C-H activation reaction, a pyridine-type ligand is identified, for the first time, to enable a highly para-selective C-H arylation of monosubstituted arenes. Excellent para-selectivity is achieved with a variety of arenes containing alkyl, methoxyl, and halo substituents.