benzyl 1-(2,4-dimethoxyphenyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate | 1449307-88-3

• 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: benzyl 1-(2,4-dimethoxyphenyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
• 英文别名: benzyl 1-(2,4-dimethoxyphenyl)-3,4-dihydro-1H-isoquinoline-2-carboxylate
• CAS: 1449307-88-3
• 化学式: C₂₅H₂₅NO₄
• 分子量: 403.478
• InChiKey: DSTDCDBYPZPGNO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  benzyl 3,4-dihydroisoquinoline-2(1H)-carboxylate 在 甲烷磺酸 、 溶剂黄146 作用下， 以 癸烷 为溶剂， 反应 2.08h， 生成 benzyl 1-(2,4-dimethoxyphenyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
  参考文献：
  名称：

  N-保护的四氢异喹啉通过中间过氧化物的布朗斯台德酸催化 CH 官能化

  摘要：

  N-保护的四氢异喹啉的有机催化氧化合成通过中间过氧化物的 C-H 官能化进行描述。过氧化物是在无金属热条件下由叔丁基过氧化氢合成的，并通过布朗斯台德酸催化取代转化为最终产物。亲核试剂的范围被详细研究并证明是广泛的；也可以实现偶联产物的 N-脱保护。

  DOI：

  10.1002/ejoc.201201527

文献信息

• 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.
• Brønsted Acid Catalyzed C-H Functionalization of<i>N</i>-Protected Tetrahydroisoquinolines via Intermediate Peroxides
  作者：Bertrand Schweitzer-Chaput、Martin Klussmann

  DOI：10.1002/ejoc.201201527

  日期：2013.2

  An organocatalytic oxidative synthesis of N-protected tetrahydroisoquinolines is described by C–H functionalization via intermediate peroxides. The peroxides were synthesized from tert-butylhydroperoxide under metal-free thermal conditions and were converted into the final products by Bronsted acid catalyzed substitution. The nucleophile scope was investigated in detail and proved to be broad; N-deprotection

  N-保护的四氢异喹啉的有机催化氧化合成通过中间过氧化物的 C-H 官能化进行描述。过氧化物是在无金属热条件下由叔丁基过氧化氢合成的，并通过布朗斯台德酸催化取代转化为最终产物。亲核试剂的范围被详细研究并证明是广泛的；也可以实现偶联产物的 N-脱保护。