1-(2,5-dimethylthiophen-3-yl)-2-(4-methoxyphenyl)ethanone | 1094639-07-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(2,5-dimethylthiophen-3-yl)-2-(4-methoxyphenyl)ethanone
• CAS: 1094639-07-2
• 化学式: C₁₅H₁₆O₂S
• mdl: MFCD11545432
• 分子量: 260.357
• InChiKey: FKIXBOSOFPDXHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.266
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5-二甲基-3-乙酰基噻吩 、 4-氯苯甲醚 在 氯(2-二环己基膦基-2',4′,6′-三异丙基-1,1′-联苯基)[2-(2-氨基乙基)苯基)]钯(II) 、 potassium tert-butylate 、 氯化铵 作用下， 以 甲苯 、 水 为溶剂， 反应 4.0h， 以82%的产率得到1-(2,5-dimethylthiophen-3-yl)-2-(4-methoxyphenyl)ethanone
  参考文献：
  名称：

  使用芳基氯化物选择性单芳基化乙酸酯和芳基甲基酮

  摘要：

  介绍了使用芳基氯对乙酸酯和芳基甲基酮进行单芳基化的简单、有效的程序。以前，没有可用的通用方法来确保使用芳基氯对这些类型的底物进行高选择性单芳基化。使用我们小组最近报道的钯预催化剂，这些反应可以在耐受各种杂环底物的温和条件下轻松完成。

  DOI：

  10.1021/ol900295u

文献信息

• [EN] NOVEL PRECATALYST SCAFFOLDS FOR CROSS-COUPLING REACTIONS, AND METHODS OF MAKING AND USING SAME<br/>[FR] NOUVEAUX SUPPORTS DE PRÉ-CATALYSEURS POUR RÉACTIONS À COUPLAGE MUTUEL, ET LEURS PROCÉDÉS DE FABRICATION ET D'UTILISATION
  申请人：UNIV YALE

  公开号：WO2016057600A1

  公开（公告）日：2016-04-14

  The present invention provides novel transition-metal precatalysts that are useful in preparing active coupling catalysts. In certain embodiments, the precatalysts of the invention are air-stable and moisture-stable. The present invention further provides methods of making and using the precatalysts of the invention.

  本发明提供了新型过渡金属前催化剂，可用于制备活性偶联催化剂。在某些实施例中，本发明的前催化剂具有空气稳定性和湿度稳定性。本发明还提供了制备和使用本发明的前催化剂的方法。
• Selective Monoarylation of Acetate Esters and Aryl Methyl Ketones Using Aryl Chlorides
  作者：Mark R. Biscoe、Stephen L. Buchwald

  DOI：10.1021/ol900295u

  日期：2009.4.16

  Simple, efficient procedures for the monoarylation of acetate esters and aryl methyl ketones using aryl chlorides are presented. Previously, no general method was available to ensure the highly selective monoarylation of these classes of substrates using aryl chlorides. Using palladium precatalysts recently reported by our group, these reactions are easily accomplished under mild conditions that tolerate

  介绍了使用芳基氯对乙酸酯和芳基甲基酮进行单芳基化的简单、有效的程序。以前，没有可用的通用方法来确保使用芳基氯对这些类型的底物进行高选择性单芳基化。使用我们小组最近报道的钯预催化剂，这些反应可以在耐受各种杂环底物的温和条件下轻松完成。
• Precatalyst scaffolds for cross-coupling reactions, and methods of making and using same
  申请人：YALE UNIVERSITY

  公开号：US10894802B2

  公开（公告）日：2021-01-19

  The present invention provides novel transition-metal precatalysts that are useful in preparing active coupling catalysts. In certain embodiments, the precatalysts of the invention are air-stable and moisture-stable. The present invention further provides methods of making and using the precatalysts of the invention.

  本发明提供了可用于制备活性偶联催化剂的新型过渡金属前催化剂。在某些实施方案中，本发明的前催化剂具有空气稳定性和湿度稳定性。本发明进一步提供了制造和使用本发明前催化剂的方法。
• NOVEL PRECATALYST SCAFFOLDS FOR CROSS-COUPLING REACTIONS, AND METHODS OF MAKING AND USING SAME
  申请人：Yale University

  公开号：EP3204395B1

  公开（公告）日：2020-05-27
• Design of a Versatile and Improved Precatalyst Scaffold for Palladium-Catalyzed Cross-Coupling: (η³-1-^tBu-indenyl)₂(μ-Cl)₂Pd₂
  作者：Patrick R. Melvin、Ainara Nova、David Balcells、Wei Dai、Nilay Hazari、Damian P. Hruszkewycz、Hemali P. Shah、Matthew T. Tudge

  DOI：10.1021/acscatal.5b00878

  日期：2015.6.5

  We describe the development of (eta(3)-1-Bu-t-indenyl)(2)(mu-Cl)(2)Pd-2, a versatile precatalyst scaffold for Pd-catalyzed cross-coupling. Our new system is more active than commercially available (eta(3)-cinnamyl)(2)(mu-Cl)(2)Pd-2 and is compatible with a range of NHC and phosphine ligands. Precatalysts of the type (eta(3)-1-Bu-t-indenyl)Pd(Cl)(L) can either be isolated through the reaction of (eta(3)-1-Bu-t-indenyl)(2)(mu-Cl)(2)Pd-2 with the appropriate ligand or generated in situ, which offers advantages for ligand screening. We show that the (eta(3)-1-Bu-t-indenyl)(2)(mu-Cl)(2)Pd-2 scaffold generates highly active systems for a number of challenging cross-coupling reactions. The reason for the improved catalytic activity of systems generated from the (eta(3)-1-Bu-t-indenyl)(2)(mu-Cl)(2)Pd-2 scaffold compared to (eta(3)-cinnamyl)(2)(mu-Cl)(2)Pd-2 is that inactive Pd-I dimers are not formed during catalysis.