2-(1,2,3,4-tetrahydroisoquinol-2-yl)-5-nitrobenzaldehyde | 262354-69-8

• 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: 2-(1,2,3,4-tetrahydroisoquinol-2-yl)-5-nitrobenzaldehyde
• 英文别名: 2-(3,4-dihydro-1H-isoquinolin-2-yl)-5-nitrobenzaldehyde
• CAS: 262354-69-8
• 化学式: C₁₆H₁₄N₂O₃
• 分子量: 282.299
• InChiKey: NDRIQNJUZPTEPS-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：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1,2,3,4-tetrahydroisoquinol-2-yl)-5-nitrobenzaldehyde 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 2-(1,2,3,4-tetrahydroisoquinol-2-yl)-5-nitrobenzyl acetate
  参考文献：
  名称：

  Ring-Opening Reactions of N-Aryl-1,2,3,4-tetrahydroisoquinolines: Synthesis of Novel Isoquino[2,1-a][3,1]benzoxazine Derivatives

  摘要：

  The aldehydes 7e and 7h were prepared by treatment of the 1,2,3,4-tetrahydroisoquinolines 5e and 5h,, respectively, with N-bromosuccinimide (NBS). Basic hydrolysis of compounds 7e and 7h gave the 4bH,6H-isoquino[2,1-a][3,1]benzoxazine derivatives 9 (R=H, OMe). Heterocycle 10 was obtained from the reaction of compound 5e with NBS and isolated as the ethyl derivative 11. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01015-7
• 作为产物：
  描述：

  四氢异喹啉 、 2-氯-5-硝基苯甲醛 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以95%的产率得到2-(1,2,3,4-tetrahydroisoquinol-2-yl)-5-nitrobenzaldehyde
  参考文献：
  名称：

  Ring-Opening Reactions of N-Aryl-1,2,3,4-tetrahydroisoquinolines: Synthesis of Novel Isoquino[2,1-a][3,1]benzoxazine Derivatives

  摘要：

  The aldehydes 7e and 7h were prepared by treatment of the 1,2,3,4-tetrahydroisoquinolines 5e and 5h,, respectively, with N-bromosuccinimide (NBS). Basic hydrolysis of compounds 7e and 7h gave the 4bH,6H-isoquino[2,1-a][3,1]benzoxazine derivatives 9 (R=H, OMe). Heterocycle 10 was obtained from the reaction of compound 5e with NBS and isolated as the ethyl derivative 11. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01015-7

文献信息

• Efficient cyclization of tertiary amines and alkenes promoted by KOt-Bu–DMF
  作者：Yan-yan Chen、Xue-jing Zhang、Hui-min Yuan、Wen-tao Wei、Ming Yan

  DOI：10.1039/c3cc46340k

  日期：——

  Nitrogen heterocycles could be prepared in good yields via intramolecular cyclization of tertiary amines and alkenes promoted by KOt-Bu–DMF.

  氮杂环可以通过KOt-Bu–DMF促使的三级胺和烯烃的分子内环化反应高产量制备。
• Ring-Opening Reactions of N-Aryl-1,2,3,4-tetrahydroisoquinolines: Synthesis of Novel Isoquino[2,1-a][3,1]benzoxazine Derivatives
  作者：Stephen P Stanforth

  DOI：10.1016/s0040-4020(99)01015-7

  日期：2000.1

  The aldehydes 7e and 7h were prepared by treatment of the 1,2,3,4-tetrahydroisoquinolines 5e and 5h,, respectively, with N-bromosuccinimide (NBS). Basic hydrolysis of compounds 7e and 7h gave the 4bH,6H-isoquino[2,1-a][3,1]benzoxazine derivatives 9 (R=H, OMe). Heterocycle 10 was obtained from the reaction of compound 5e with NBS and isolated as the ethyl derivative 11. (C) 2000 Elsevier Science Ltd. All rights reserved.