diethyl 2-[(3Z)-3-(anilinomethylidene)-4-oxochromen-2-yl]propanedioate | 1432594-88-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: diethyl 2-[(3Z)-3-(anilinomethylidene)-4-oxochromen-2-yl]propanedioate
• CAS: 1432594-88-1
• 化学式: C₂₃H₂₃NO₆
• 分子量: 409.439
• InChiKey: LEPARYTZHQHOGC-SAPNQHFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  、 苯胺 在 cesium fluoride 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以30%的产率得到diethyl 2-[(3Z)-3-(anilinomethylidene)-4-oxochromen-2-yl]propanedioate
  参考文献：
  名称：

  A versatile domino process for the synthesis of substituted 3-aminomethylene-chromanones and 2-pyridones catalyzed by CsF

  摘要：

  The addition of various primary amines onto 3-alpha,beta-unsaturated diester chromone derivative was studied under mild conditions. Basically, this reaction provided 2-pyridone-based compounds through an interesting domino 'Addition/Ring Opening/Ring Closure' process (ARORC). In this study, aniline and tryptamine series exhibited different reactivity profiles leading unexpectedly to 3-aminomethylene chromanones with or without the 2-pyridone derivatives. This constitutes the first description and study of 3-aminomethylene chromanone formation that is supposed to follow a domino process combining 'Addition/Ring Opening/Ring Closure by Oxa-Michael addition' (ARORCOM). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.096

文献信息

• A versatile domino process for the synthesis of substituted 3-aminomethylene-chromanones and 2-pyridones catalyzed by CsF
  作者：Catalin Pintiala、Ata Martin Lawson、Sébastien Comesse、Adam Daïch

  DOI：10.1016/j.tetlet.2013.03.096

  日期：2013.5

  The addition of various primary amines onto 3-alpha,beta-unsaturated diester chromone derivative was studied under mild conditions. Basically, this reaction provided 2-pyridone-based compounds through an interesting domino 'Addition/Ring Opening/Ring Closure' process (ARORC). In this study, aniline and tryptamine series exhibited different reactivity profiles leading unexpectedly to 3-aminomethylene chromanones with or without the 2-pyridone derivatives. This constitutes the first description and study of 3-aminomethylene chromanone formation that is supposed to follow a domino process combining 'Addition/Ring Opening/Ring Closure by Oxa-Michael addition' (ARORCOM). (C) 2013 Elsevier Ltd. All rights reserved.