<3-Methoxy-phenylimino>-triphenyl-phosphoran | 18615-47-9

• 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: <3-Methoxy-phenylimino>-triphenyl-phosphoran
• 英文别名: N-(3-methoxy-phenylimino)-triphenyl-phosphorane；(3-Methoxyphenyl)imino-triphenyl-lambda5-phosphane；(3-methoxyphenyl)imino-triphenyl-λ5-phosphane
• CAS: 18615-47-9
• 化学式: C₂₅H₂₂NOP
• 分子量: 383.43
• InChiKey: BENDCJWWFAQXRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  <3-Methoxy-phenylimino>-triphenyl-phosphoran 生成 3-Methoxy-thionylanilin
  参考文献：
  名称：

  PORSKAMP P. A. T. W.; ZWANENBURG B., SYNTHESIS, 1981, NO 5, 368-369

  摘要：

  DOI：
• 作为产物：
  描述：

  间氨基苯甲醚 在 盐酸 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 5.0h， 生成 <3-Methoxy-phenylimino>-triphenyl-phosphoran
  参考文献：
  名称：

  H8-BINOL chiral imidodiphosphoric acids catalyzed cyclization reactions of β,γ-unsaturated α-ketoesters, arylamines and 1,3-dicarbonyl compounds: enantioselective synthesis of 1,4-dihydropyridines

  摘要：

  Penta-substituted 1,4-dihydropyridines were synthesized via catalytic enantioselective cyclization reactions of beta,gamma-unsaturated alpha-ketoesters, arylamines and acetylacetone for the first time. H-8-BINOL-type chiral imidodiphosphoric acid 4c was a suitable catalyst and exhibited high catalytic and stereocontrolling abilities in these enone-type reactions. Under the optimized conditions, these 1,4-dihydropyridines were obtained with excellent enantioselectivities (up to 97% ee). In addition, the typical product 8ba was converted into the corresponding substituted piperidine with high yield (87%) and excellent enantioselectivity (95% ee) in a single-step reduction. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2015.06.019

文献信息

• Staudinger reaction between triarylphosphines and azides. Mechanism
  作者：John E. Leffler、Robert D. Temple

  DOI：10.1021/ja00996a027

  日期：1967.9
• H8-BINOL chiral imidodiphosphoric acids catalyzed cyclization reactions of β,γ-unsaturated α-ketoesters, arylamines and 1,3-dicarbonyl compounds: enantioselective synthesis of 1,4-dihydropyridines
  作者：Dong An、Ziqian Zhu、Guangliang Zhang、Yang Gao、Jigang Gao、Xu Han、Liangyu Zheng、Suoqin Zhang

  DOI：10.1016/j.tetasy.2015.06.019

  日期：2015.9

  Penta-substituted 1,4-dihydropyridines were synthesized via catalytic enantioselective cyclization reactions of beta,gamma-unsaturated alpha-ketoesters, arylamines and acetylacetone for the first time. H-8-BINOL-type chiral imidodiphosphoric acid 4c was a suitable catalyst and exhibited high catalytic and stereocontrolling abilities in these enone-type reactions. Under the optimized conditions, these 1,4-dihydropyridines were obtained with excellent enantioselectivities (up to 97% ee). In addition, the typical product 8ba was converted into the corresponding substituted piperidine with high yield (87%) and excellent enantioselectivity (95% ee) in a single-step reduction. (C) 2015 Elsevier Ltd. All rights reserved.
• PORSKAMP P. A. T. W.; ZWANENBURG B., SYNTHESIS, 1981, NO 5, 368-369
  作者：PORSKAMP P. A. T. W.、 ZWANENBURG B.

  DOI：——

  日期：——