2-(benzo[d][1,3]dioxol-5-yl)quinazoline-4-carbonitrile | 1448311-11-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-(benzo[d][1,3]dioxol-5-yl)quinazoline-4-carbonitrile
• 英文别名: 2-(1,3-Benzodioxol-5-yl)quinazoline-4-carbonitrile；2-(1,3-benzodioxol-5-yl)quinazoline-4-carbonitrile
• CAS: 1448311-11-2
• 化学式: C₁₆H₉N₃O₂
• 分子量: 275.266
• InChiKey: LIBBJOZDWFDLMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  68
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-benzo[1,3]dioxol-5-yl-quinazolin-4-tosylate 、 copper(l) cyanide 在 1,1'-双(二苯基膦)二茂铁 、 palladium diacetate 、 caesium carbonate 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以84%的产率得到2-(benzo[d][1,3]dioxol-5-yl)quinazoline-4-carbonitrile
  参考文献：
  名称：

  Palladium-Catalyzed Cyanation of Quinazoline-4-tosylates for Access to 4-CN-Functionalized Quinazolines

  摘要：

  A highly efficient palladium-catalyzed cyanation of quinazoline-4-tosylates is disclosed. The method is successfully developed for the direct access to various 4-CN-functionalized quinazolines, which are potentially useful as biologically and pharmaceutically active compounds. The reactions were performed under mild conditions using inexpensive copper(I) cyanide as cyano source in good to excellent yields and great functional group diversities.

  DOI：

  10.1055/s-0033-1339918

文献信息

• Palladium-Catalyzed Cyanation of Quinazoline-4-tosylates for Access to 4-CN-Functionalized Quinazolines
  作者：Yiyuan Peng、Xu Zhao、Yirong Zhou、Qin Yang、Yepeng Xie、Qiuping Ding、Zhihong Deng、Ming Zhang、Jingshi Xu

  DOI：10.1055/s-0033-1339918

  日期：——

  A highly efficient palladium-catalyzed cyanation of quinazoline-4-tosylates is disclosed. The method is successfully developed for the direct access to various 4-CN-functionalized quinazolines, which are potentially useful as biologically and pharmaceutically active compounds. The reactions were performed under mild conditions using inexpensive copper(I) cyanide as cyano source in good to excellent yields and great functional group diversities.