1-(Benzenesulfonyl)-4-methoxy-4-[3-(trifluoromethyl)phenyl]piperidin-3-one | 1217795-33-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(Benzenesulfonyl)-4-methoxy-4-[3-(trifluoromethyl)phenyl]piperidin-3-one
• CAS: 1217795-33-9
• 化学式: C₁₉H₁₈F₃NO₄S
• 分子量: 413.417
• InChiKey: BVNQQCSYGKWNLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(Benzenesulfonyl)-4-methoxy-4-[3-(trifluoromethyl)phenyl]piperidin-3-one 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.58h， 生成 [2-allyl-1-benzenesulfonyl-4-(3-trifluoromethylphenyl)-1,2,5,6-tetrahydropyridin-3-yl]acetic acid ethyl ester
  参考文献：
  名称：

  Synthesis of tetrahydrobenzoisoquinolinols, tetrahydropyrindines, and hexahydroquinolines from 4-aryltetrahydropyridines

  摘要：

  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.

  DOI：

  10.1016/j.tet.2011.04.089
• 作为产物：
  描述：

  1-(benzenesulfonyl)-4-[3-(trifluoromethyl)phenyl]-3,6-dihydro-2H-pyridine 在 selenium(IV) oxide 、 Jones reagent 、 双氧水 作用下， 以 丙酮 为溶剂， 反应 5.33h， 生成 1-(Benzenesulfonyl)-4-methoxy-4-[3-(trifluoromethyl)phenyl]piperidin-3-one
  参考文献：
  名称：

  Synthesis of tetrahydrobenzoisoquinolinols, tetrahydropyrindines, and hexahydroquinolines from 4-aryltetrahydropyridines

  摘要：

  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.

  DOI：

  10.1016/j.tet.2011.04.089

文献信息

• 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：——
• Selenium dioxide-mediated methoxyhydroxylation of cyclic arylolefin
  作者：Meng-Yang Chang、Chung-Han Lin、Yeh-Long Chen

  DOI：10.1016/j.tetlet.2010.01.020

  日期：2010.3

  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.
• 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.