[(2-bromo-pyridin-3-ylmethylene)-amino]diphenylacetic acid allyl ester | 1086429-67-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: [(2-bromo-pyridin-3-ylmethylene)-amino]diphenylacetic acid allyl ester
• CAS: 1086429-67-5
• 化学式: C₂₃H₁₉BrN₂O₂
• 分子量: 435.32
• InChiKey: ILVLQJDUWSZYTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.94
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  51.55
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [(2-bromo-pyridin-3-ylmethylene)-amino]diphenylacetic acid allyl ester 在 四(三苯基膦)钯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 以74%的产率得到N-(7-methylidene-5,6-dihydrocyclopenta[b]pyridin-5-yl)-1,1-diphenylmethanimine
  参考文献：
  名称：

  One-Pot Tandem Decarboxylative Allylation−Heck Cyclization of Allyl Diphenylglycinate Imines: Rapid Access to Polyfunctionalized 1-Aminoindanes

  摘要：

  1-Aminoindanes are generated from allyl diphenylglycinate imines employing a "one-pot" palladium-catalyzed decarboxylative allylation-Heck cyclization cascade. Variation of both the aryl and allyl moieties leads to a diverse range of polycyclic imines, amenable to the synthesis of natural products and other biologically relevant small molecules.

  DOI：

  10.1021/ol801986m
• 作为产物：
  描述：

  allyl 2,2-diphenylglycinate 、 2-溴-3-吡啶甲醛 以 苯 为溶剂， 反应 23.0h， 以84%的产率得到[(2-bromo-pyridin-3-ylmethylene)-amino]diphenylacetic acid allyl ester
  参考文献：
  名称：

  One-Pot Tandem Decarboxylative Allylation−Heck Cyclization of Allyl Diphenylglycinate Imines: Rapid Access to Polyfunctionalized 1-Aminoindanes

  摘要：

  1-Aminoindanes are generated from allyl diphenylglycinate imines employing a "one-pot" palladium-catalyzed decarboxylative allylation-Heck cyclization cascade. Variation of both the aryl and allyl moieties leads to a diverse range of polycyclic imines, amenable to the synthesis of natural products and other biologically relevant small molecules.

  DOI：

  10.1021/ol801986m

文献信息

• Palladium-Catalyzed Decarboxylative Generation and Asymmetric Allylation of α-Imino Anions
  作者：Xiaoyan Qian、Pengfei Ji、Chang He、Jean-Olivier Zirimwabagabo、Michelle M. Archibald、Andrew A. Yeagley、Jason J. Chruma

  DOI：10.1021/ol502693r

  日期：2014.10.3

  A palladium-catalyzed asymmetric decarboxylative allylic alkylation of allyl 2,2-diphenylglycinate imines using (S,S)-f-binaphane as a chiral supporting ligand has been developed. This transformation allows for decarboxylative generation and enantioselective allylation of nonenolate α-imino (2-azaallyl anions) to afford α-aryl homoallylic imines.

  钯催化的不对称脱羧烯丙基使用（烯丙基2,2- diphenylglycinate亚胺烷基化S，S） - ˚F -binaphane作为手性支持配体已被开发。该转化允许壬烯酸酯α-亚氨基（2-氮杂烯丙基阴离子）的脱羧生成和对映选择性烯丙基化，以提供α-芳基均烯丙基亚胺。