methyl 5-chloro-1-(2-oxo-2-phenylethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate | 1607016-08-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 5-chloro-1-(2-oxo-2-phenylethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
• 英文别名: methyl 5-chloro-1-phenacyl-3,4-dihydro-1H-isoquinoline-2-carboxylate
• CAS: 1607016-08-9
• 化学式: C₁₉H₁₈ClNO₃
• 分子量: 343.81
• InChiKey: KZILISDKGIWFNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  、 苯乙酮 在 sodium persulfate 作用下， 以69%的产率得到methyl 5-chloro-1-(2-oxo-2-phenylethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
  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

• 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.