4-hydroxy-2-methoxy-6-(phenylsulfonyl)pyridine

• 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: 4-hydroxy-2-methoxy-6-(phenylsulfonyl)pyridine
• 英文别名: 2-(benzenesulfonyl)-6-methoxy-1H-pyridin-4-one
• 化学式: C₁₂H₁₁NO₄S
• 分子量: 265.29
• InChiKey: KDXHCRIAGCMSQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  80.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯磺酰氰化物 、 1,3-bis(trimethylsiloxy)-1-methoxybuta-1,3-diene 在 水 、 氯化铵 作用下， 以10%的产率得到4-hydroxy-2-methoxy-6-(phenylsulfonyl)pyridine
  参考文献：
  名称：

  Hetero-Diels–Alder reaction of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with arylsulfonylcyanides. Synthesis and antimicrobial activity of 4-hydroxy-2-(arylsulfonyl)pyridines

  摘要：

  Hetero-Diels-Alder reactions of 1,3-bis(silyloxy)-1,3-butadienes with arylsulfonylcyanides afforded a variety of 4-hydroxy-2-(arylsulfonyl) pyridines. Several derivatives show antimicrobial activity against Gram-positive bacteria. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.10.033

文献信息

• Synthesis of 2-(Arylsulfonyl)-4-hydroxypyridines by Hetero-Diels-Alder Reaction of 1,3-Bis-Silyl Enol Ethers with Arylsulfonyl Cyanides
  作者：Peter Langer、Thomas Emmrich、Helmut Reinke

  DOI：10.1055/s-2006-942446

  日期：2006.8

  2-(Arylsulfonyl)-4-hydroxypyridines were prepared by Hetero-Diels-Alder reaction of 1,3-bis(trimethylsiloxy)buta-1,3-dienes (1,3-bis-silyl enol ethers) with arylsulfonyl cyanides. The products were transformed into 4-aryl-2-(arylsulfonyl)pyridines by Suzuki cross-coupling reactions of the corresponding enol triflates.

  2-(芳基磺酰基)-4-羟基吡啶是通过1,3-双(三甲基甲硅烷氧基)丁-1,3-二烯(1,3-双-甲硅烷基烯醇醚)与芳基磺酰氰的Hetero-Diels-Alder反应制备的。通过相应的烯醇三氟甲磺酸酯的 Suzuki 交叉偶联反应，将产物转化为 4-aryl-2-(arylsulfonyl)pyridines。
• Hetero-Diels–Alder reaction of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with arylsulfonylcyanides. Synthesis and antimicrobial activity of 4-hydroxy-2-(arylsulfonyl)pyridines
  作者：Ibrar Hussain、Mirza Arfan Yawer、Michael Lalk、Ulrike Lindequist、Alexander Villinger、Christine Fischer、Peter Langer

  DOI：10.1016/j.bmc.2008.10.033

  日期：2008.12

  Hetero-Diels-Alder reactions of 1,3-bis(silyloxy)-1,3-butadienes with arylsulfonylcyanides afforded a variety of 4-hydroxy-2-(arylsulfonyl) pyridines. Several derivatives show antimicrobial activity against Gram-positive bacteria. (c) 2008 Elsevier Ltd. All rights reserved.