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Chinese Journal of Organic Chemistry >

2019 , Vol. 39 >Issue 10: 2941 - 2945

DOI: https://doi.org/10.6023/cjoc201903075

NOTES

Catalytic Effect of Iron Hydrides on Dehydration of Primary Amides to Nitriles

  • Tingting Zheng, ,
  • Yangyang Wang, ,
  • Zaixiao Yang, ,
  • Hongjian Sun, ,
  • Xiaoyan Li,
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  • a Key Laboratory of Special Functional Aggregated Materials, Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100
    b Department of Chemistry, Capital Normal University, Beijing 100048
    c College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070

Received date: 2019-03-30

  Revised date: 2019-06-03

  Online published: 2019-07-03

Supported by

Project supported by the National Natural Science Foundation of China;Project supported by the National Natural Science Foundation of China(No. 21372143)

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Abstract

Three cis-selenophenolato iron hydrides [cis-[(ArSe)FeH(PMe3)4] (Ar=Ph (1), p-MeOC6H4 (2) and o-MeC6H4 (3)], were used as catalysts for the dehydration of primary amides to nitriles. The experimental results show that three complexes have good catalytic effect on reductive dehydration of primary amide to nitrile under mild conditions using (EtO)3SiH as reducing agent. The catalytic system is well tolerated to the substituents on the benzene ring in aromatic amides. Compared with electron-donating group, electron-withdrawing group is more advantageous to the catalytic reaction.

Key words： iron hydride; selenophenol; Se-coordination; reductive amide dehydration; nitrile preparation

Cite this article

Tingting Zheng, , Yangyang Wang, , Zaixiao Yang, , Hongjian Sun, , Xiaoyan Li, . Catalytic Effect of Iron Hydrides on Dehydration of Primary Amides to Nitriles[J]. Chinese Journal of Organic Chemistry, 2019 , 39(10) : 2941 -2945 . DOI: 10.6023/cjoc201903075

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