dimethyl 5-iodo-4,6,6-triphenyl-1-(p-tolyl)-1,6-dihydropyridine-2,3-dicarboxylate | 1451000-11-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: dimethyl 5-iodo-4,6,6-triphenyl-1-(p-tolyl)-1,6-dihydropyridine-2,3-dicarboxylate
• CAS: 1451000-11-5
• 化学式: C₃₄H₂₈INO₄
• 分子量: 641.505
• InChiKey: SIFSDRPIFCJVLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  1,1,3-三苯基-2-丙炔醇 、 dimethyl 2-(p-tolylamino)but-2-enedioate 在 碘 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以49%的产率得到dimethyl 5-iodo-4,6,6-triphenyl-1-(p-tolyl)-1,6-dihydropyridine-2,3-dicarboxylate
  参考文献：
  名称：

  Lewis acid-promoted cascade reaction of primary amine, 2-butynedioate, and propargylic alcohol: a convenient approach to 1,2-dihydropyridines and 1H-pyrrolo[3,4-b]pyridine-5,7(2H,6H)-diones

  摘要：

  1,2-Dihydropyridine-5,6-dicarboxylates were efficiently constructed through a cascade reaction of primary amine, 2-butynedioate and propargylic alcohol in the presence of Lewis acid under mild conditions. As exceptional, 1H-pyrrolo[3,4-b]pyridine-5,7(2H,6H)-diones were approached when the primary amine was methylamine. Possible mechanism for the formation of 1,2-dihydropyridine skeleton is proposed. The process involves 1,3,4-pentatrien-1-amine as a key intermediate that formed in situ by trapping allenic carbocations with enamines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.076

文献信息

• One-pot esterification-click (CuAAC) and esterification–acetylene coupling (Glaser/Eglinton) for functionalization of Wang polystyrene resin
  作者：Sagi Eppel、Moshe Portnoy

  DOI：10.1016/j.tetlet.2013.07.034

  日期：2013.9

  We report three new sets of one-pot reactions for functionalization of Wang polystyrene resin and its derivatives. We first show that it is possible to combine esterification and CuAAC (Copper-Catalyzed Alkyne-Azide Cycloaddition) in a one-pot reaction with a very high yield. We also demonstrate for the first time that it is possible to combine esterification with either Glaser or Eglinton acetylene-couplings in a one-pot reaction. Finally, we show that the esterification, CuAAC, and Glaser-coupling reactions are all compatible with each other, and it is possible to run in parallel esterification/CuAAC and esterification/Glaser coupling in a single vessel. All reactions are performed at room temperature while the only separation method required is filtering and washing the resin. (C) 2013 Elsevier Ltd. All rights reserved.