1-(1-tert-butyl-1H-tetrazol-5-yl)-2-(2-bromophenyl)-1,2,3,4-tetrahydroisoquinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 1-(1-tert-butyl-1H-tetrazol-5-yl)-2-(2-bromophenyl)-1,2,3,4-tetrahydroisoquinoline
• 英文别名: 2-(2-bromophenyl)-1-(1-tert-butyltetrazol-5-yl)-3,4-dihydro-1H-isoquinoline
• 化学式: C₂₀H₂₂BrN₅
• 分子量: 412.332
• InChiKey: CCFKUMHCUMKBPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  46.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  异色满 在 copper(ll) bromide 作用下， 以 乙腈 为溶剂， 反应 0.23h， 生成 1-(1-tert-butyl-1H-tetrazol-5-yl)-2-(2-bromophenyl)-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  A facile one-pot protocol for the synthesis of tetrazolyl-tetrahydroisoquinolines via novel domino intramolecular cyclization/Ugi-azide sequence

  摘要：

  A facile one-pot, four-component domino reaction between 2-(2-bromoethyl)benzaldehyde, isocyanide, amine, and azide for the synthesis of tetrazolyl-tetrahydroisoquinoline derivatives has been developed. The reaction sequence involves intramolecular replacement of halide by iminium nitrogen followed by Ugi-azide reaction. The reaction is catalyst/additive free and takes place under ambient conditions with short reaction times to furnish products in good to excellent yields. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.076

文献信息

• A facile one-pot protocol for the synthesis of tetrazolyl-tetrahydroisoquinolines via novel domino intramolecular cyclization/Ugi-azide sequence
  作者：Anand H. Shinde、N. Archith、Srilaxmi Malipatel、Duddu S. Sharada

  DOI：10.1016/j.tetlet.2014.10.076

  日期：2014.12

  A facile one-pot, four-component domino reaction between 2-(2-bromoethyl)benzaldehyde, isocyanide, amine, and azide for the synthesis of tetrazolyl-tetrahydroisoquinoline derivatives has been developed. The reaction sequence involves intramolecular replacement of halide by iminium nitrogen followed by Ugi-azide reaction. The reaction is catalyst/additive free and takes place under ambient conditions with short reaction times to furnish products in good to excellent yields. (C) 2014 Elsevier Ltd. All rights reserved.