1-(2,4-dimethoxyphenyl)-1,2,3,4-tetrahydroisoquinoline | 1407270-42-1

• 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-(2,4-dimethoxyphenyl)-1,2,3,4-tetrahydroisoquinoline
• CAS: 1407270-42-1
• 化学式: C₁₇H₁₉NO₂
• 分子量: 269.343
• InChiKey: POVPXLCMVOKUQB-UHFFFAOYSA-N

物化性质

• 沸点：
  404.4±45.0 °C(Predicted)
• 密度：
  1.101±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  benzyl 1-(2,4-dimethoxyphenyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 在 palladium on activated charcoal 、 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以95%的产率得到1-(2,4-dimethoxyphenyl)-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  A metal-free cross-dehydrogenative coupling of N-carbamoyl tetrahydroisoquinoline by sodium persulfate

  摘要：

  A metal-free cross-dehydrogenative coupling of N-carbamoyl tetrahydroisoquinoline with a variety of C-H nucleophiles mediated by Na2S2O8 is developed. The reaction proceeds smoothly to give the coupled product in up to 83% yields. The nucleophile scope is broad, including simple ketones, aldehydes, and aryl rings. The carbamoyl protecting group can be readily removed under mild condition. The use of Na2S2O8 as the sole reagent for the CDC reaction is attractive based on economical and environmental factors. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.094

文献信息

• Practical Metal-Free C(sp³)H Functionalization: Construction of Structurally Diverse α-Substituted<i>N</i>-Benzyl and<i>N</i>-Allyl Carbamates
  作者：Zhiyu Xie、Lei Liu、Wenfang Chen、Hongbo Zheng、Qingqing Xu、Huiqing Yuan、Hongxiang Lou

  DOI：10.1002/anie.201310193

  日期：2014.4.7

  is a practical and universal CH functionalization of readily removable N‐benzyl and N‐allyl carbamates, with a wide range of nucleophiles at ambient temperature promoted by Ph3CClO4. The metal‐free reaction has an excellent functional‐group tolerance, and displays a broad scope with respect to both N‐carbamates and nucleophile partners (a variety of organoboranes and CH compounds). The synthetic utility

  描述了一种实用的和普遍Ç 易于除去h的官能ñ -苄基和Ñ -烯丙基氨基甲酸酯，在环境温度下的宽范围的亲核试剂通过pH促进3 CClO 4。无金属反应具有出色的官能团耐受性，并且在N-氨基甲酸酯和亲核试剂（各种有机硼烷和CH化合物）方面都具有广阔的应用范围。展示了目标以及面向多样性的综合中的综合效用。
• A metal-free cross-dehydrogenative coupling of N-carbamoyl tetrahydroisoquinoline by sodium persulfate
  作者：Wenfang Chen、Hongbo Zheng、Xinhui Pan、Zhiyu Xie、Xin Zan、Bin Sun、Lei Liu、Hongxiang Lou

  DOI：10.1016/j.tetlet.2014.03.094

  日期：2014.4

  A metal-free cross-dehydrogenative coupling of N-carbamoyl tetrahydroisoquinoline with a variety of C-H nucleophiles mediated by Na2S2O8 is developed. The reaction proceeds smoothly to give the coupled product in up to 83% yields. The nucleophile scope is broad, including simple ketones, aldehydes, and aryl rings. The carbamoyl protecting group can be readily removed under mild condition. The use of Na2S2O8 as the sole reagent for the CDC reaction is attractive based on economical and environmental factors. (C) 2014 Elsevier Ltd. All rights reserved.