N-(tert-butyl)-4-methoxybenzimidamide | 178157-37-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(tert-butyl)-4-methoxybenzimidamide
• 英文别名: N'-tert-butyl-4-methoxybenzenecarboximidamide
• CAS: 178157-37-4
• 化学式: C₁₂H₁₈N₂O
• 分子量: 206.288
• InChiKey: CRVKDXOYMPTTHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  碳酸二苯酯 、 N-(tert-butyl)-4-methoxybenzimidamide 以 二乙二醇二甲醚 为溶剂， 反应 5.0h， 以85%的产率得到6-(4-methoxyphenyl)-1,3,5-triazine-2,4(1H,3H)-dione
  参考文献：
  名称：

  杂环合成中的复古烯反应。v.1,3,5-triazine -2,4（1 H，3 H）-diones的新型合成方法

  摘要：

  与碳酸二苯酯（2）在150-180°加热的N - t-丁基丁y 1，得到1,3,5-三嗪-2,4（1 H，3 H）-二酮衍生物5。am 1的酰化和所得氨基甲酸酯3的环缩合得到[1,3,5,7] tetrazocine-2,6-dione衍生物4，随后的逆烯反应和环收缩得到三嗪衍生物5。

  DOI：

  10.1002/jhet.5570440648
• 作为产物：
  描述：

  4-甲氧基苯甲腈 、 叔丁胺 在 aluminum (III) chloride 作用下， 反应 2.0h， 生成 N-(tert-butyl)-4-methoxybenzimidamide
  参考文献：
  名称：

  通过 Rh 催化的苯甲酰胺与碳酸亚乙烯酯的 [4 + 2] 环化合成氨基异喹啉

  摘要：

  开发了一种用于合成 1-氨基异喹啉衍生物的新策略。这种 Rh(III) 催化的 [4 + 2] 环化反应使用苯甲脒作为有效的导向基团，使用碳酸亚乙烯酯作为乙炔替代物。此外，该反应底物范围广，收率好，只产生碳酸根阴离子作为副产物。

  DOI：

  10.1016/j.cclet.2021.04.058

文献信息

• Amidines for Versatile Cobalt(III)-Catalyzed Synthesis of Isoquinolines through C–H Functionalization with Diazo Compounds
  作者：Jie Li、Mengyao Tang、Lei Zang、Xiaolei Zhang、Zhao Zhang、Lutz Ackermann

  DOI：10.1021/acs.orglett.6b01199

  日期：2016.6.3

  A cobalt(III)-catalyzed C–H/N–H bond functionalization for the synthesis of 1-aminoisoquinolines from aryl amidines and diazo compounds has been developed. The reaction proceeds under mild reaction conditions, obviates the need for oxidants, produces only N2 and H2O as the byproducts, and features a broad substrate scope.

  已经开发了钴（II​​I）催化的CH / N / H键官能团，用于从芳基am和重氮化合物合成1-氨基异喹啉。反应在温和的反应条件下进行，消除了对氧化剂的需求，仅产生副产物N 2和H 2 O，并且具有广泛的底物范围。
• Amidines for Versatile Ruthenium(II)-Catalyzed Oxidative CH Activations with Internal Alkynes and Acrylates
  作者：Jie Li、Michael John、Lutz Ackermann

  DOI：10.1002/chem.201304944

  日期：2014.4.25

  Cationic ruthenium complexes derived from KPF6 or AgOAc enabled efficient oxidative CH functionalizations on aryl and heteroaryl amidines. Thus, oxidative annulations of diversely decorated internal alkynes provided expedient access to 1‐aminoisoquinolines, while catalyzed CH activations with substituted acrylates gave rise to structurally novel 1‐iminoisoindolines. The powerful ruthenium(II) catalysts

  从KPF来源的阳离子钌络合物6或AgOAc启用高效氧化Ç 上的芳基和杂芳基脒ħ官能化。因此，装饰多样的内部炔烃的氧化环化提供了通向1-氨基异喹啉的便捷途径，而取代丙烯酸酯催化的CH活化产生了结构上新颖的1-亚氨基异吲哚啉。强大的钌（II）催化剂显示出很高的位点，区域和化学选择性。因此，催化体系被证明可以耐受多种重要的亲电官能团。详细的机理研究为阳离子钌（II）催化剂通过简便，可逆的CH活化提供了有力的支持。
• Copper-Catalyzed C(sp²)–H Amidation with Azides as Amino Sources
  作者：Jiangling Peng、Zeqiang Xie、Ming Chen、Jian Wang、Qiang Zhu

  DOI：10.1021/ol502010g

  日期：2014.9.19

  A copper-catalyzed C-H amidation process, with azides as amino sources under oxidant-free conditions, has been developed. When N-heterocycles were employed as directing groups, sulfonylazide and benzoylazide could be used as amidating reagents to provide corresponding N-arylamides. When amidines or imine were used, tandem C-N/N-N bond formation occurred to afford indazole derivatives in one pot.
• Benzamidines, alkamidines and formamidines formed by use of aryl- and alkyliminodimagnesium: Molar ratio and structure of reagent governing the reaction
  作者：Masao Okubo、Yasumasa Omote

  DOI：10.1002/(sici)1099-1395(199604)9:4<212::aid-poc775>3.0.co;2-a

  日期：1996.4

  In order to extend the the method for preparation of amidines using N-Mg reagents, aryl- and alkyliminodimagnesium [IDMg, ArN(MgBr)(2) and RN(MgBr)(2)] were reacted with esters, amides, ortho- esters, acetals, aminoacetal and arene- and alkane carbonitriles, Among the compounds used, aminoacetal and carbonitriles were proved to be useful as starting materials for amidine preparation; alkyl-IDMgs were successfully used for the first time, It was noted that an excess molar amount of IDMg is needed in the reported reaction of ArN(MgBr), with benzonitrile (aryl-aryl combination), whereas no excess is needed in aryl-alkyl, alkyl-aryl, and alkyl-alkyl combinations of reagent and substrate, From the viewpoint previously proposed in terms of relative efficiency of single electron transfer in the reactions of magnesium reagents, the most probable reason for the difference in the need for an excess molar amount of aryl and alkyl IDMg was ascribed to the difference in the electron-donating abilities of reagents, Additional minor reasons are discussed.
• Synthesis of 1-Aminoisoquinolines via Rh(III)-Catalyzed Oxidative Coupling
  作者：Xiaohong Wei、Miao Zhao、Zhengyin Du、Xingwei Li

  DOI：10.1021/ol2018505

  日期：2011.9.2

  [RhCp*Cl-2](2) can catalyze the oxidative coupling of N-aryl and N-alkyl benzamidines with alkynes to give N-substituted 1-aminoisoquinolines in high selectivity.