dimethyl 4,6-diphenyl-1-(phenylsulfonyl)-1,6-dihydropyridine-2,3-dicarboxylate | 1428550-19-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: dimethyl 4,6-diphenyl-1-(phenylsulfonyl)-1,6-dihydropyridine-2,3-dicarboxylate
• 英文别名: dimethyl 1-(benzenesulfonyl)-2,4-diphenyl-2H-pyridine-5,6-dicarboxylate
• CAS: 1428550-19-9
• 化学式: C₂₇H₂₃NO₆S
• 分子量: 489.549
• InChiKey: XOLMJCAKNSEDQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  98.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  dimethyl 4,6-diphenyl-1-(phenylsulfonyl)-1,6-dihydropyridine-2,3-dicarboxylate 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 dimethyl 4,6-diphenylpyridine-2,3-dicarboxylate
  参考文献：
  名称：

  One-pot synthesis of pyridines from 3-aza-1,5-enynes

  摘要：

  Efficient one-pot transformation of 3-aza-1,5-enynes to poly-substituted pyridines in good to excellent yields has been developed. This reaction involved cyclization of 3-aza-enynes and elimination of sulfinyl acids steps. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.10.038
• 作为产物：
  描述：

  dimethyl 2-(N-(1,3-diphenylprop-2-ynyl)phenylsulfonamido)maleate 以 乙醇 为溶剂， 反应 16.0h， 生成 dimethyl 4,6-diphenyl-1-(phenylsulfonyl)-1,6-dihydropyridine-2,3-dicarboxylate
  参考文献：
  名称：

  One-pot synthesis of pyridines from 3-aza-1,5-enynes

  摘要：

  Efficient one-pot transformation of 3-aza-1,5-enynes to poly-substituted pyridines in good to excellent yields has been developed. This reaction involved cyclization of 3-aza-enynes and elimination of sulfinyl acids steps. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.10.038

文献信息

• Cyclization and <i>N</i>-Iodosuccinimide-Induced Electrophilic Iodocyclization of 3-Aza-1,5-enynes To Synthesize 1,2-Dihydropyridines and 3-Iodo-1,2-dihydropyridines
  作者：Xiaoyi Xin、Dongping Wang、Fan Wu、Xincheng Li、Boshun Wan

  DOI：10.1021/jo400387b

  日期：2013.4.19

  Metal-free cyclization and N-iodosuccinimide-induced electrophilic iodocyclization of readily available 3-aza-1,5-enynes have been developed. The reactions selectively give 1,2-dihydropyridines and 3-iodo-1,2-dihydropyridines involving an aza-Claisen rearrangement and a 6p-electrocyclization step. Furthermore, the reaction could be carried out in 10 g scale for the synthesis of 1,2-dihydropyridines.