2-butyrylbenzonitrile | 55919-44-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-butyrylbenzonitrile
• 英文别名: 2-butanoylbenzonitrile
• CAS: 55919-44-3
• 化学式: C₁₁H₁₁NO
• 分子量: 173.214
• InChiKey: PEGFQDDZPNOAJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-butyrylbenzonitrile 、 亚甲基三苯基膦烷 以 乙二醇二甲醚 为溶剂， 以51%的产率得到2-Pent-1-en-2-ylbenzonitrile
  参考文献：
  名称：

  Synthesis of 1H-Isoindol-3-amine Derivatives by Iodine-Mediated Cyclization of 2-Vinylbenzamidine Derivatives

  摘要：

  It has been found that the reaction of 2-vinylbenzamidine derivatives, prepared by reacting 2-vinylbenzonitriles with lithium cyclic secondary amides, with iodine in the presence of sodium hydrogen carbonate in acetonitrile resulted in the formation of the corresponding 1-iodomethyl-1H-isoindole-3-amine derivatives in reasonable overall yields based on the starting 2-vinylbenzonitriles. We have also found that transformation of these 1-iodomethyl derivatives into 1-sulfenylmethyl derivatives could be achieved in good yields on treatment with various sodium thiolates.

  DOI：

  10.3987/com-08-11554
• 作为产物：
  描述：

  1-(2-bromophenyl)butan-1-one 、 copper(l) cyanide 以60%的产率得到2-butyrylbenzonitrile
  参考文献：
  名称：

  Synthesis of 1H-Isoindol-3-amine Derivatives by Iodine-Mediated Cyclization of 2-Vinylbenzamidine Derivatives

  摘要：

  It has been found that the reaction of 2-vinylbenzamidine derivatives, prepared by reacting 2-vinylbenzonitriles with lithium cyclic secondary amides, with iodine in the presence of sodium hydrogen carbonate in acetonitrile resulted in the formation of the corresponding 1-iodomethyl-1H-isoindole-3-amine derivatives in reasonable overall yields based on the starting 2-vinylbenzonitriles. We have also found that transformation of these 1-iodomethyl derivatives into 1-sulfenylmethyl derivatives could be achieved in good yields on treatment with various sodium thiolates.

  DOI：

  10.3987/com-08-11554

文献信息

• Acylation of Aryl Halides and α-Bromo Acetates with Aldehydes Enabled by Nickel/TBADT Cocatalysis
  作者：Pei Fan、Chang Zhang、Linchuan Zhang、Chuan Wang

  DOI：10.1021/acs.orglett.0c01121

  日期：2020.5.15

  In this protocol aryl halides and alpha-bromo acetates are efficiently cross-coupled with an array of (hetero)aromatic and aliphatic aldehydes under the cooperative catalysis of nickel and tetrabutylammonium decatungstate as a hydrogen-atom-transfer photocatalyst. This method provides a concise approach to a variety of ketones with high compatibility of various functional groups.