2-methoxy-N-phenyl-α-2-propenylbenzenemethanamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-methoxy-N-phenyl-α-2-propenylbenzenemethanamine
• 英文别名: N-(1-(2-methoxyphenyl)but-3-en-1-yl)aniline；N-(1-(2-methoxyphenyl)-but-3-enyl)aniline；N-[1-(2-methoxyphenyl)but-3-enyl]aniline
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: DKIJUIJBMRXTHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 air 作用下， 以 二氯甲烷 为溶剂， 生成 2-methoxy-N-phenyl-α-2-propenylbenzenemethanamine
  参考文献：
  名称：

  Studies of the stereoselective allylation of chiral benzaldimine chromium tricarbonyl complexes

  摘要：

  Highly stereoselective allylation of a series of chiral tricarbonylchromium benzaldimine complexes (2a-c) was achieved at -20 degrees C and homoallyl amine complexes (4a-c) were isolated in good yields. In the case of homoallyl amine 4c, obtained in 75% d.e., the degree of stereoselection depends on the catalyst and the reaction conditions. The crystal structure of the major diastereoisomer of racemic 4c was determined by X-ray diffraction, which showed a (S,S) or (R,R) configuration, in agreement with the stereochemical model operating for the ortho-substituted tricarbonylchromium arene complexes.Furthermore, the new tricarbonylchromium complex of N-(2-methoxybenzyliden)diphenyl phosphinamide 3 was prepared. This substrate is a stable analog of the normally unviable ammonia imine. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(99)00601-4

文献信息

• Gallium metal mediated allylation of carbonyl compounds and imines under solvent-free conditions
  作者：Philip C Andrews、Anna C Peatt、Colin L Raston

  DOI：10.1016/j.tetlet.2003.10.188

  日期：2004.1

  Gallium metal is effective in mediating the allylation of various carbonyl compounds and imines under solvent-free conditions, with the application of sonic energy, affording the corresponding homoallylic alcohols and amines. The imines themselves were also prepared under solventless conditions in high yield, thereby establishing a two-step solvent-free synthesis of homoallylic amines. In comparison, indium metal produced a mixture of the desired homoallylic secondary amine and the bisallylated species via an iminium ion intermediate. (C) 2003 Elsevier Ltd. All rights reserved.
• A silver triflate-catalyzed cascade of in situ-oxidation and allylation of arylbenzylamines
  作者：Junjiao Wang、Shangdong Yang

  DOI：10.1016/j.tetlet.2016.06.076

  日期：2016.8

  A silver-triflate catalyzed cascade of in situ-oxidation and allylation of arylbenzylamines is reported. The 2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate is employed as a mild oxidant which is compatible with both catalyst and ligand. Racemic BINAP is also utilized to assist with the catalyst in regulating the yields of products. Various homoallylic amines are obtained in 39-99% yields. (C) 2016 Elsevier Ltd. All rights reserved.
• SmI₂MEDIATED ALLYLATION OF ALDIMINES WITH ALLYL BROMIDE
  作者：Byeong Hyo Kim、Rongbi Han、Ryun Ju Park、Kyung Ho Bai、Young Moo Jun、Woonphil Baik

  DOI：10.1081/scc-100104829

  日期：2001.1

  In a mild reaction with SmI2, aldimines have been converted into homoallyl amines in good yields.
• Studies of the stereoselective allylation of chiral benzaldimine chromium tricarbonyl complexes
  作者：Stefano Maiorana、Clara Baldoli、Paola Del Buttero、Emanuela Licandro、Antonio Papagni、Maurizio Lanfranchi、Antonio Tiripicchio

  DOI：10.1016/s0022-328x(99)00601-4

  日期：2000.1

  Highly stereoselective allylation of a series of chiral tricarbonylchromium benzaldimine complexes (2a-c) was achieved at -20 degrees C and homoallyl amine complexes (4a-c) were isolated in good yields. In the case of homoallyl amine 4c, obtained in 75% d.e., the degree of stereoselection depends on the catalyst and the reaction conditions. The crystal structure of the major diastereoisomer of racemic 4c was determined by X-ray diffraction, which showed a (S,S) or (R,R) configuration, in agreement with the stereochemical model operating for the ortho-substituted tricarbonylchromium arene complexes.Furthermore, the new tricarbonylchromium complex of N-(2-methoxybenzyliden)diphenyl phosphinamide 3 was prepared. This substrate is a stable analog of the normally unviable ammonia imine. (C) 2000 Elsevier Science S.A. All rights reserved.