N-(4-甲基戊-4-烯-1-基)苯甲酰胺 | 1000789-37-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(4-甲基戊-4-烯-1-基)苯甲酰胺
• 英文名称: N-(4-methylpent-4-en-1-yl)benzamide
• 英文别名: N-(4-methylpent-4-enyl)benzamide
• CAS: 1000789-37-6
• 化学式: C₁₃H₁₇NO
• 分子量: 203.284
• InChiKey: BPHZFMJRDGZXFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  在 potassium phosphate 、 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以51%的产率得到N-(4-甲基戊-4-烯-1-基)苯甲酰胺
  参考文献：
  名称：

  Photoinduced and Palladium-Catalyzed Remote Desaturation of Amide Derivatives

  摘要：

  DOI：

  10.1021/acs.orglett.1c02509

文献信息

• Remote Radical Desaturation of Unactivated C−H Bonds in Amides
  作者：Yong Xia、Kalipada Jana、Armido Studer

  DOI：10.1002/chem.202103509

  日期：2021.12

  A copper-catalyzed/silver-promoted desaturation method is described which allows the regioselective conversion of various unactivated N-alkylamides at remote sites to the corresponding N-alkenylamides via N-centred radical mediated 1,5 hydrogen atom transfer, metal-mediated oxidation and deprotonation. The transformation shows good functional group tolerance and can be used for late-stage desaturation

  描述了铜催化/银促进的去饱和方法，该方法允许通过以 N 为中心的自由基介导的 1,5 氢原子转移、金属介导的氧化和去质子化。该转化表现出良好的官能团耐受性，可用于药物衍生物和生物学上更相关的化合物的后期去饱和。
• 5-<i>Exo</i> versus 6-<i>Endo</i> Cyclization of Primary Aminyl Radicals:  An Experimental and Theoretical Investigation
  作者：Feng Liu、Kun Liu、Xinting Yuan、Chaozhong Li

  DOI：10.1021/jo7015967

  日期：2007.12.1

  The cyclization of neutral primary pent-4-enylaminyl radicals was investigated experimentally and theoretically. Unlike the corresponding secondary aminyl radicals, primary pent-4-enylaminyl radicals underwent efficient cyclization to afford the pyrrolidine and/or piperidine products in good to high yields. While the simple pent-4-enylaminyl radical gave predominately the 5-exo, cyclization product, 4-chloropent-4-enylarninyl radicals led to the formation of the corresponding 6-endo cyclization products in excellent regioselectivity. Theoretical calculations revealed that the 5-exo cyclization rate of primary aminyl radicals is about 3-4 orders of magnitude higher than that of secondary aminyl radicals.