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高等学校化学研究 ›› 2016, Vol. 32 ›› Issue (4): 586-593.doi: 10.1007/s40242-016-6067-9

• Articles • 上一篇    下一篇

Aerobic Alcohol Ammoxidation Catalyzed by Copper(I)/Amino Acid: a Scalable Protocol to Nitriles

ZHANG Guofu, ZHANG Guihua, LEI Jie, LI Shasha, XU Shengjun, DING Chengrong, SHAN Shang   

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. China
  • 收稿日期:2016-02-29 修回日期:2016-03-18 出版日期:2016-08-01 发布日期:2016-05-30
  • 通讯作者: DING Chengrong, SHAN Shang E-mail:dingcr@zjut.edu.cn;shans2001@163.com
  • 基金资助:

    Supported by the National Natural Science Foundation of China(No.20702051) and the Natural Science Foundation of Zhejiang Province, China(No.LY13B020017).

Aerobic Alcohol Ammoxidation Catalyzed by Copper(I)/Amino Acid: a Scalable Protocol to Nitriles

ZHANG Guofu, ZHANG Guihua, LEI Jie, LI Shasha, XU Shengjun, DING Chengrong, SHAN Shang   

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. China
  • Received:2016-02-29 Revised:2016-03-18 Online:2016-08-01 Published:2016-05-30
  • Contact: DING Chengrong, SHAN Shang E-mail:dingcr@zjut.edu.cn;shans2001@163.com
  • Supported by:

    Supported by the National Natural Science Foundation of China(No.20702051) and the Natural Science Foundation of Zhejiang Province, China(No.LY13B020017).

摘要:

A facile, practical and scalable catalyst system for alcohols ammoxidation into nitriles was developed using amino acid as ligand, oxygen as terminal oxidant and copper iodide(CuI) as catalyst. The catalyst system shows excellent functional groups compatibility for a wide range of testing substrates, even the substrates bearing oxidation- sensitive groups such as MeS-, alkenyl and -NH2 can also work well. In addition, the protocol is readily scaled up to more than 20 g and the product can be obtained just through filtration or distillation without conventional column chromatography.

关键词: Alcohol, Amino acid, Nitrile, Copper iodide, Scale up

Abstract:

A facile, practical and scalable catalyst system for alcohols ammoxidation into nitriles was developed using amino acid as ligand, oxygen as terminal oxidant and copper iodide(CuI) as catalyst. The catalyst system shows excellent functional groups compatibility for a wide range of testing substrates, even the substrates bearing oxidation- sensitive groups such as MeS-, alkenyl and -NH2 can also work well. In addition, the protocol is readily scaled up to more than 20 g and the product can be obtained just through filtration or distillation without conventional column chromatography.

Key words: Alcohol, Amino acid, Nitrile, Copper iodide, Scale up