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2020 , Vol. 40 >Issue 7: 2099 - 2107

DOI: https://doi.org/10.6023/cjoc202004028

研究简报

镍催化分子氧氧化脱氢偶联反应制备N-芳基四氢异喹啉化合物

  • 王慧 ,
  • 王安玮 ,
  • 夏珍珍 ,
  • 周维友 ,
  • 孙中华 ,
  • 钱俊峰 ,
  • 何明阳
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  • 常州大学石油化工学院 江苏省绿色催化材料与技术重点实验室 江苏常州 213164

收稿日期: 2020-04-18

  修回日期: 2020-05-04

  网络出版日期: 2020-05-15

基金资助

江苏省绿色催化材料与技术重点实验室基金（No.BM2012110）、江苏省研究生科研与实践创新计划（No.KYCX19_1746）、江苏省自然科学基金（No.BK20181461）资助项目.

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Nickel(Ⅱ)-Catalyzed Aerobic Cross-Dehydrogenative Coupling for the Synthesis of N-Aryl Tetrahydroisoquinolines

  • Wang Hui ,
  • Wang Anwei ,
  • Xia Zhenzhen ,
  • Zhou Weiyou ,
  • Sun Zhonghua ,
  • Qian Junfeng ,
  • He Mingyang
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  • Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213164

Received date: 2020-04-18

  Revised date: 2020-05-04

  Online published: 2020-05-15

Supported by

Project supported by the Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology (No. BM2012110), the Postgraduate Research & Practice Innovation Program of Jiangsu Province (No. KYCX19_1746), and the Natural Science Foundation of Jiangsu Province (No. BK20181461).

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摘要

以NiCl2为催化剂催化N-四氢异喹啉的分子氧氧化脱氢偶联反应，以较高产率制备了一系列N-芳基四氢异喹啉化合物.该方法对不同的N-四氢异喹啉衍生物和亲核试剂均具有较好的适用性，反应均能以较高的产率获得相应的目标产物.与已有方法相比，本方法采用分子氧为氧化剂，具有反应条件温和、底物适用范围广、操作简便等优点，为四氢异喹啉衍生物的制备提供了一种有效途径.

关键词： 脱氢偶联; C—H活化; 镍; 分子氧; N-芳基四氢异喹啉

本文引用格式

王慧 , 王安玮 , 夏珍珍 , 周维友 , 孙中华 , 钱俊峰 , 何明阳 . 镍催化分子氧氧化脱氢偶联反应制备N-芳基四氢异喹啉化合物[J]. 有机化学, 2020 , 40(7) : 2099 -2107 . DOI: 10.6023/cjoc202004028

Abstract

An nickel-catalyzed aerobic cross-dehydrogenative coupling of N-aryl tetrahydroisoquinolines is presented. The catalytic system could tolerate various N-aryl tetrahydroquinoline derivatives and nucleophiles, and the target products could be obtained in good to excellent yields. Compared with reported methods, the protocol uses molecular oxygen as a sustainable oxidant, and provides an effective approach to the synthesis of tetrahydroisoquinoline derivatives under mild and practical conditions.

Key words： cross-dehydrogenative coupling; C-H activation; nickel; molecular oxygen; N-aryl tetrahydroisoquinoline

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