1-benzenesulfonyl-4-phenyl-1,2,3,6-tetrahydro-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: 1-benzenesulfonyl-4-phenyl-1,2,3,6-tetrahydro-pyridine
• 英文别名: 1-Benzolsulfonyl-4-phenyl-1,2,3,6-tetrahydro-pyridin；1-(benzenesulfonyl)-4-phenyl-3,6-dihydro-2H-pyridine
• 化学式: C₁₇H₁₇NO₂S
• 分子量: 299.393
• InChiKey: QJRWJKHHVKYACA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-benzenesulfonyl-4-phenyl-1,2,3,6-tetrahydro-pyridine 在 selenium(IV) oxide 、 双氧水 作用下， 以 水 、 叔丁醇 为溶剂， 反应 25.0h， 以48%的产率得到N-(3-oxo-3-phenylpropyl)benzenesulfonamide
  参考文献：
  名称：

  Selenium dioxide-mediated methoxyhydroxylation of cyclic arylolefin

  摘要：

  Selenium dioxide-mediated methoxyhydroxylation of cyclic arylolefin with the modest yields is described. This facile strategy was also used to synthesize several 4-arylpyridines, 3-hydroxy-4-arylpyridines, and 3,4-diarylpyridines. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.020
• 作为产物：
  描述：

  benzyl ethyl sulfone 在 硫酸 、 sodium amide 、 甲苯 作用下， 生成 1-benzenesulfonyl-4-phenyl-1,2,3,6-tetrahydro-pyridine
  参考文献：
  名称：

  合成和厌食Wirkung einiger 4-苯基哌啶-（4）-烷基砜。2.米特隆

  摘要：

  可以将1-甲基-4-（间甲氧基苯基）-，1-甲基-4-（间乙酰氧基苯基）-和1-甲基-4-（间氧基苯基）-哌啶-（4）-乙硫基酮-氢卤代亚苄基苯胺。死于乙型肝炎，死于毒物，死于柴油。

  DOI：

  10.1002/hlca.19530360409

文献信息

• Synthesis of 1,2,4-trisubstituted-1,2,5,6-tetrahydropyridines
  作者：Meng-Yang Chang、Ming-Fang Lee、Nien-Chia Lee、Yu-Ping Huang、Chung-Han Lin

  DOI：10.1016/j.tetlet.2010.11.131

  日期：2011.2

  A novel method for the synthesis of 1,2,4-trisubstituted- or 1,2,3,4-tetrasubstituted-1,2,5,6-tetrahydropyridine is presented. The process was carried out by the bromomethoxylation of 4-substituted-1,2,5,6-tetrahydropyridines 1 with N-bromosuccinimide (NBS) in methanol, dehydrobromination with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), and boron trifluoride etherate (BF(3)-OEt(2))-catalyzed cross coupling of the corresponding enamine with trimethylsilyl-based nucleophiles. Homokainoid analogs were also synthesized via the protocol. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis of tetrahydrobenzoisoquinolinols, tetrahydropyrindines, and hexahydroquinolines from 4-aryltetrahydropyridines
  作者：Meng-Yang Chang、Ming-Fang Lee、Yeh-Long Chen

  DOI：10.1016/j.tet.2011.04.089

  日期：2011.6

  A straightforward synthesis of tetrahydrobenzoisoquinolinols 2, tetrahydropyrindines 3, and hexahydroquinolines 4 from versatile intermediate 6 is reported. Two key transformations were carried out by intramolecular Friedel-Crafts cyclization and ring-closing metathesis in moderate yields. Skeleton 6 was easily prepared from the known starting material 4-aryl-4-methoxypiperidin-3-ones 7 via Wittig olefination with Ph3P=CHCO2Et, deconjugation with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), and boron trifluoride etherate (BF3-OEt2)-catalyzed addition of the corresponding iminium ion with allyltrimethylsilane. (C) 2011 Elsevier Ltd. All rights reserved.
• Pd2(dba)3-promoted synthesis of 3-N-substituted 4-aryl-1,2,3,6-tetrahydropyridine
  作者：Meng-Yang Chang、Chung-Han Lin、Yeh-Long Chen、Ru-Ting Hsu、Ching-Yao Chang

  DOI：10.1016/j.tetlet.2010.07.043

  日期：2010.9

  A novel method for the synthesis of 3-N-substituted 4-aryl-1,2,3,6-tetrahydropyridine 3 is presented. The process is carried out by the allylic bromination of 4-aryl-1,2,3,6-tetrahydropyridines 1 with N-bromosuccinimide in propanoic acid and palladium-catalyzed cross coupling of the corresponding bromide 2 with different N-based nucleophiles. (C) 2010 Elsevier Ltd. All rights reserved.
• 10.1021/ol1000721n
  作者：Chang, Meng-Yang、Lin, Chung-Han、Chen, Yeh-Long、Chang, Ching-Yao、Hsu, Ru-Ting

  DOI：10.1021/ol1000721n

  日期：——
• Synthese und analgetische Wirkung einiger 4-Phenyl-piperidin-(4)-alkylsulfone. 2. Mitteilung
  作者：J. Büchi、M. Prost、E. Eichenberger、R. Lieberherr

  DOI：10.1002/hlca.19530360409

  日期：——

  Es wird die Herstellung von 1-Methyl-4-(m-methoxyphenyl)-, 1-Methyl-4-(m-acetoxyphenyl)- und 1-Methyl-4-(m-oxyphenyl)-piperidin-(4)-äthylsulfon-hydrohalogeniden beschrieben. Die m-Acetoxy-Verbindung zeigt bei verminderter Toxizität dieselbe analgetische Wirkung wie Dolantin.

  可以将1-甲基-4-（间甲氧基苯基）-，1-甲基-4-（间乙酰氧基苯基）-和1-甲基-4-（间氧基苯基）-哌啶-（4）-乙硫基酮-氢卤代亚苄基苯胺。死于乙型肝炎，死于毒物，死于柴油。