2-(6-(Ethylsulfonyl)pyridin-3-yl)-5-methylbenzo[d]oxazole | 137062-18-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2-(6-(Ethylsulfonyl)pyridin-3-yl)-5-methylbenzo[d]oxazole
• 英文别名: 5,5'-dimethyl-2,2'-bibenzo[d]oxazole；5-Methyl-2-(5-methyl-1,3-benzoxazol-2-yl)-1,3-benzoxazole；5-methyl-2-(5-methyl-1,3-benzoxazol-2-yl)-1,3-benzoxazole
• CAS: 137062-18-1
• 化学式: C₁₆H₁₂N₂O₂
• 分子量: 264.283
• InChiKey: YCQWYHMCZCEMMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  zirconium chloride-tetrahydrofuran 、 2-(6-(Ethylsulfonyl)pyridin-3-yl)-5-methylbenzo[d]oxazole 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Zr(IV) complexes of some heterocyclic ligands: synthesis, characterization, and ethylene polymerization activity

  摘要：

  Thirty-one complexes of bis-(benzimidazole, benzothiazole, and benzoxazole) compounds with Zr(IV) metal centers were synthesized, characterized, activated with methylaluminoxane (MAO), and then tested for catalytic ethylene polymerization. The activities of the various catalysts were found to be functions of the heteroatoms in the ligand frameworks and the structure around the active metal center. The highest activity was obtained with 38/MAO (424 kg E/mol cat. h). The produced polyethylenes showed high molecular weights (41/MAO, 1.9 x 10(6) g/mol) and broad molecular weight distributions (38/MAO, M-omega = 9.64 x 10(5) g/mol, PD = 23). This could result from different interactions of the MAO counter ion with the heteroatoms of the catalyst ligand generating different active sites.

  DOI：

  10.3906/kim-1512-44
• 作为产物：
  描述：

  5-甲基苯并唑 在 cobalt(II) nitrate hexahydrate 、 sodium acetate 、 copper(II) acetate monohydrate 作用下， 反应 18.0h， 以42%的产率得到2-(6-(Ethylsulfonyl)pyridin-3-yl)-5-methylbenzo[d]oxazole
  参考文献：
  名称：

  铜和钴共同催化（苯并）唑类的好氧氧化交叉脱氢偶联反应†

  摘要：

  报道了铜和钴协同催化的多种取代的唑的脱氢交叉偶联（CDC）反应。该方案代表使用空气作为氧化剂进行该化学反应的第一个例子。该方法为构建有价值的不对称双-杂芳基化合物，包括在先前的催化CDC反应中未获得的双-苯并唑化合物，提供了一种方便且经济的方法。

  DOI：

  10.1039/c9gc02464f

文献信息

• An efficient and convenient Cu(OAc)2/air mediated oxidative coupling of azoles via C–H activation
  作者：Yan Li、Jun Jin、Weixing Qian、Weiliang Bao

  DOI：10.1039/b919396k

  日期：——

  An efficient and convenient approach to construct C–C bonds at the 2-position of azoles via Cu(OAc)2/air mediated oxidative homo- and cross-coupling reaction was reported. The corresponding products were obtained in good to excellent yield.

  报道了一种高效便捷的方法，通过Cu(OAc)2/空气介导的氧化式同偶联和交叉偶联反应，在氮杂环的2-位上构建C-C键。该方法取得了良好至优秀的产率。
• Ni-Catalyzed C–H Arylation of Oxazoles and Benzoxazoles Using Pharmaceutically Relevant Aryl Chlorides and Bromides
  作者：Helen Larson、Danielle Schultz、Dipannita Kalyani

  DOI：10.1021/acs.joc.9b02094

  日期：2019.10.18

  benzoxazoles with aryl halides. A series of aryl, heteroaryl, and druglike electrophiles relevant to pharmaceutical applications were surveyed. The desired arylated products were obtained in synthetically useful yields using electronically and structurally varied aryl halides. The use of microscale high-throughput experimentation was essential for both the rapid identification of optimal reaction parameters

  该手稿详细介绍了恶唑和苯并恶唑与芳基卤化物进行镍催化的芳基化反应的进展。调查了一系列与药物应用相关的芳基，杂芳基和类药物亲电试剂。使用电子和结构上变化的芳基卤化物以合成有用的产率获得所需的芳基化产物。微型高通量实验的使用对于快速确定最佳反应参数和研究芳基卤化物的范围都是必不可少的。
• Ti (IV) Complexes of Some Heterocyclic Ligands Synthesis, Characterization and Ethylene Polymerization Activity
  作者：Hamdi Elagab

  DOI：10.13005/ojc/320177

  日期：2016.3.25

  31 complexes of bis - (benzimidazole, benzothiazole and benzoxazole) compounds with Ti (IV) metal centers were synthesized, characterized, activated with methylalumoxane (MAO) and then tested for catalytic ethylene polymerization. The activities of the various catalysts were found to be functions of the hetero atoms in the ligand frameworks. The highest activity was obtained with 39 / MAO (573 kg PE / mol cat. h). The produced polyethylenes showed high molecular weights (up to 1.5 ×106 g/mol) and broad molecular weight distributions (PD = 65). This could result from different interactions of the MAO counterion with the heteroatoms of the catalyst ligand generating different active sites.

  合成了31个双-（苯并咪唑、苯并噻唑和苯并恶唑）化合物与钛（IV）金属中心的配合物，进行了表征，并用甲基铝氧烷（MAO）激活，然后测试了其在催化乙烯聚合中的活性。各种催化剂的活性被发现与配体框架中的杂原子有关。39 / MAO获得了最高活性（573 kg PE / mol cat. h）。所产生的聚乙烯具有高分子量（最高可达1.5 × 10^6 g/mol）和宽的分子量分布（PD = 65）。这可能是由于MAO反离子与催化剂配体中的杂原子之间不同的相互作用生成了不同的活性位点。
• Zr(IV), Ti(IV), and V(III) complexes of some benzimidazole, benzothiazole, and benzoxazole ligands: characterization and catalyst efficiency in ethylene polymerization
  作者：Hamdi Ali ELAGAB、Helmut G. ALT

  DOI：10.3906/kim-1507-82

  日期：——

  Fifteen complexes of 2, 2-bis- (benzimidazole, benzothiazole, and benzoxazole) compounds with Zr(IV), Ti(IV), and V(III) metal centers were synthesized, characterized, activated with methyalumoxane (MAO), and then tested for catalytic ethylene polymerization. The activities of the various catalysts were found to be functions of the hetero atoms in the ligand frameworks. The activity of the catalyst

  合成了15种2、2-双-（苯并咪唑，苯并噻唑和苯并恶唑）化合物与Zr（IV），Ti（IV）和V（III）金属中心的配合物，进行了表征，用甲基铝氧烷（MAO）活化，然后测试用于催化乙烯聚合。发现各种催化剂的活性是配体骨架中杂原子的功能。发现催化剂体系\ textbf 6} / MAO的活性为1372kg PE / mol催化剂。H。用催化剂体系6 / MAO生产的聚乙烯显示出高分子量（1.84 $×10 ^^ 6} g / mol）和宽分子量分布（PD ＝ 11）。这可能是由于MAO抗衡离子与催化剂配体的杂原子发生不同的相互作用而产生不同的活性位点所致。