N,N-diethyl-3-ethynylbenzamide | 956833-27-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N-diethyl-3-ethynylbenzamide
• 英文别名: N,N-Diethyl-3-ethynyl-benzamide
• CAS: 956833-27-5
• 化学式: C₁₃H₁₅NO
• 分子量: 201.268
• InChiKey: KYABTUSRPCQRFU-UHFFFAOYSA-N

物化性质

• 沸点：
  344.4±25.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-diethyl-3-ethynylbenzamide 在 copper(l) iodide 、 1,3-bis(2,4,6-trimethylphenyl)-4,5,6,7-tetrahydro-1H-1,3-diazepinium bromide 、 potassium tert-butylate 、 二异丙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 1.25h， 生成 3-(2-(dimethyl(phenyl)silyl)allyl)-N,N-diethylbenzamide
  参考文献：
  名称：

  Cu（I）–NHC催化的烯丙基硅烷化：与醛的非对映选择性三组分偶联

  摘要：

  使用甲硅烷基硼烷试剂进行铜催化的芳基亚芳基甲硅烷基化可高效提供乙烯基硅烷结构单元。事实证明，使用七元NHC配体对于高区域选择性至关重要。催化生成的烯丙基铜中间体在非对映选择性的三组分偶联中被醛截获，从而提供了均烯丙基醇。

  DOI：

  10.1002/chem.201404330
• 作为产物：
  描述：

  一氧化碳 、 在 甲烷磺酸 、 三(邻甲基苯基)磷 、 palladium dichloride 作用下， 以 四氢呋喃 为溶剂， 70.0 ℃ 、2.0 MPa 条件下， 反应 18.0h， 以55%的产率得到N,N-diethyl-3-ethynylbenzamide
  参考文献：
  名称：

  N₂ Extrusion and CO Insertion: A Novel Palladium-Catalyzed Carbonylative Transformation of Aryltriazenes

  摘要：

  A novel procedure for the replacement of N-2 with CO of aryltriazenes has been developed. Aryltriazenes were converted to the corresponding arylamides catalyzed by 1 mol % of PdCl2/P(o-Tol)(3) under CO pressure. In this process, aryldiazonium salts were generated in the presence of 40 mol % of MeSO3H. Nitrogen was released from the substrates and CO formally inserted. Aryl bromides, iodides, alkynes, and free hydroxyl groups can be tolerated in this transformation.

  DOI：

  10.1021/acs.orglett.5b00603

文献信息

• SUBSTITUTED PHENYLETHYNYLGOLD-NITROGEN-CONTAINING HETEROCYCLIC CARBENE COMPLEX
  申请人：Fujimura Osamu

  公开号：US20090234130A1

  公开（公告）日：2009-09-17

  The present invention is directed to a substituted phenylethynylgold-nitrogen-containing heterocyclic carbene complex represented by the formula (1) or (2): wherein L represents a nitrogen-containing heterocyclic carbene ligand, and X represents an alkyl group, a cycloalkyl group, an aryl group, an aralkyl group, a heterocyclic group, an alkoxy group, an aryloxy group, an alkylmercapto group, an arylmercapto group or a substituted amino group; and one or a plural number of hydrogen atoms on the carbon atom(s) of X are independently optionally replaced by a halogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, an aralkyl group, an alkoxy group, an aryloxy group, an alkylmercapto group, an arylmercapto group or a substituted amino group.

  本发明涉及一种以取代的苯乙炔基金属-氮杂环卡宾配合物为代表的化合物，其化学式为（1）或（2）：其中L代表一种含氮杂环卡宾配体，X代表一种烷基、环烷基、芳基、芳基烷基、杂环基、烷氧基、芳氧基、烷硫基、芳硫基或取代氨基；X的碳原子上的一个或多个氢原子可以独立地被卤素原子、烷基、环烷基、烯基、芳基、芳基烷基、烷氧基、芳氧基、烷硫基、芳硫基或取代氨基所取代。
• Substituted phenylethynylgold-nitrogen-containing heterocyclic carbene complex
  申请人：Ube Industries, Ltd.

  公开号：US07932398B2

  公开（公告）日：2011-04-26

  The present invention is directed to a substituted phenylethynylgold-nitrogen-containing heterocyclic carbene complex represented by the formula (1) or (2): wherein L represents a nitrogen-containing heterocyclic carbene ligand, and X represents an alkyl group, a cycloalkyl group, an aryl group, an aralkyl group, a heterocyclic group, an alkoxy group, an aryloxy group, an alkylmercapto group, an arylmercapto group or a substituted amino group; and one or a plural number of hydrogen atoms on the carbon atom(s) of X are independently optionally replaced by a halogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group, an aralkyl group, an alkoxy group, an aryloxy group, an alkylmercapto group, an arylmercapto group or a substituted amino group.

  本发明涉及一种由公式（1）或（2）表示的取代苯乙炔基金-氮杂环卡宾配合物：其中L代表含氮杂环卡宾配体，X代表烷基，环烷基，芳基，芳基烷基，杂环基，烷氧基，芳氧基，烷基硫基，芳基硫基或取代氨基中的一个或多个氢原子可以独立地被卤素原子，烷基，环烷基，烯基，芳基，芳基烷基，烷氧基，芳氧基，烷基硫基，芳基硫基或取代氨基所替代。
• SUBSTITUTED PHENYLETHYNYL GOLD-NITROGENATED HETEROCYCLIC CARBENE COMPLEX
  申请人：Ube Industries, Ltd.

  公开号：EP2042506B1

  公开（公告）日：2012-12-19
• US7932398B2
  申请人：——

  公开号：US7932398B2

  公开（公告）日：2011-04-26
• N₂ Extrusion and CO Insertion: A Novel Palladium-Catalyzed Carbonylative Transformation of Aryltriazenes
  作者：Wanfang Li、Xiao-Feng Wu

  DOI：10.1021/acs.orglett.5b00603

  日期：2015.4.17

  A novel procedure for the replacement of N-2 with CO of aryltriazenes has been developed. Aryltriazenes were converted to the corresponding arylamides catalyzed by 1 mol % of PdCl2/P(o-Tol)(3) under CO pressure. In this process, aryldiazonium salts were generated in the presence of 40 mol % of MeSO3H. Nitrogen was released from the substrates and CO formally inserted. Aryl bromides, iodides, alkynes, and free hydroxyl groups can be tolerated in this transformation.