2-methyl-5-(thiophen-3-yl)benzo[d]thiazole | 398132-85-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-methyl-5-(thiophen-3-yl)benzo[d]thiazole
• 英文别名: 2-Methyl-5-thiophen-3-yl-1,3-benzothiazole
• CAS: 398132-85-9
• 化学式: C₁₂H₉NS₂
• 分子量: 231.342
• InChiKey: YFYGCKSHIUGCOG-UHFFFAOYSA-N

物化性质

• 熔点：
  98-99 °C
• 沸点：
  352.9±17.0 °C(Predicted)
• 密度：
  1.304±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-噻吩硼酸 、 2-methylbenzo[d]thiazol-5-yl methanesulfonate 在 potassium phosphate 、 2-(二环己基膦)3,6-二甲氧基-2′,4′,6′-三异丙基-1,1′-联苯 、 palladium diacetate 作用下， 以 2-甲基-2-丁醇 为溶剂， 以94%的产率得到2-methyl-5-(thiophen-3-yl)benzo[d]thiazole
  参考文献：
  名称：

  A Versatile Catalyst System for Suzuki−Miyaura Cross-Coupling Reactions of C(sp²)-Tosylates and Mesylates

  摘要：

  A catalyst system for the Suzuki-Miyaura cross-coupling reactions of aryl and vinyl tosylates and mesylates has been developed. This catalyst displays excellent functional group tolerance and allows the coupling of heteroarylboronic acids with aryl tosylates and mesylates to be performed in high yields. Moreover, reactions employing alkylboronic acids, as well as heteroaryl, vinyl, and allylic pinacol boronate esters, were conducted with high efficiencies.

  DOI：

  10.1021/ol9015892

文献信息

• A General Palladium Catalyst System for Suzuki−Miyaura Coupling of Potassium Aryltrifluoroborates and Aryl Mesylates
  作者：Wing Kin Chow、Chau Ming So、Chak Po Lau、Fuk Yee Kwong

  DOI：10.1021/jo100846t

  日期：2010.8.6

  The first general examples of palladium-catalyzed Suzuki-type cross-coupling of aryl and heteroaryl mesylates with potassium aryl and heteroaryltrifluoroborates are presented. In addition to biaryl couplings, the cross-coupling reactions of aryl mesylates with alkyl and vinyltrifluoroborate salts have also been successfully accomplished.

  给出了芳基和杂芳基甲磺酸酯与芳基钾和杂芳基三氟硼酸钾的钯催化的Suzuki型交叉偶联的第一个一般实例。除了联芳基偶合以外，还成功地完成了甲磺酸甲基芳基酯与烷基和乙烯基三氟硼酸酯盐的交叉偶联反应。