3-hydroxymethyl-2-[(4-methylphenyl)sulfonyl]-1,2-dihydroisoquinoline

• 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: 3-hydroxymethyl-2-[(4-methylphenyl)sulfonyl]-1,2-dihydroisoquinoline
• 英文别名: 3-Isoquinolinemethanol,1,2-dihydro-2-[(4-methylphenyl)sulfonyl]-；[2-(4-methylphenyl)sulfonyl-1H-isoquinolin-3-yl]methanol
• 化学式: C₁₇H₁₇NO₃S
• 分子量: 315.393
• InChiKey: XYIBFNUEDQHKKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 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：
  66
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-碘苄醇 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 叠氮磷酸二苯酯 、 四丁基氟化铵 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 二异丙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 34.5h， 生成 3-hydroxymethyl-2-[(4-methylphenyl)sulfonyl]-1,2-dihydroisoquinoline
  参考文献：
  名称：

  Cyclization reactions of 2-alkynylbenzyl alcohol and 2-alkynylbenzylamine derivatives promoted by tetrabutylammonium fluoride

  摘要：

  The regioselectivity of the cyclization reaction of 2-ethynylbenzyl alcohol and 2-ethynylbenzylamine derivatives promoted by TBAF was investigated. Six-membered ring derivatives were obtained from the compounds, which have a butyl group on the triple bond. Whereas five-membered ring products were afforded from the substrates having hydrogen or aromatic substituents. on the acetylene moiety. It was also concluded that both the tetrabutylammonium cation and fluoride anion were essential for the cyclization. Thus, the actual mechanism and catalytic cycle were also suggested. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00991-7

文献信息

• Cyclization reactions of 2-alkynylbenzyl alcohol and 2-alkynylbenzylamine derivatives promoted by tetrabutylammonium fluoride
  作者：Kou Hiroya、Rumi Jouka、Mitsuyoshi Kameda、Akito Yasuhara、Takao Sakamoto

  DOI：10.1016/s0040-4020(01)00991-7

  日期：2001.11

  The regioselectivity of the cyclization reaction of 2-ethynylbenzyl alcohol and 2-ethynylbenzylamine derivatives promoted by TBAF was investigated. Six-membered ring derivatives were obtained from the compounds, which have a butyl group on the triple bond. Whereas five-membered ring products were afforded from the substrates having hydrogen or aromatic substituents. on the acetylene moiety. It was also concluded that both the tetrabutylammonium cation and fluoride anion were essential for the cyclization. Thus, the actual mechanism and catalytic cycle were also suggested. (C) 2001 Elsevier Science Ltd. All rights reserved.