Journal of East China Normal University(Natural Science) ›› 2023, Vol. 2023 ›› Issue (1): 12-20.doi: 10.3969/j.issn.1000-5641.2023.01.002

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Aminocarbonylation of propylene (ethylene) epoxide over Co2(CO)8 catalyst modified by bidental O-containing ligand for synthesis of β-hydroxy amides

Lin GUO1, Guanghui SHI1, Xiaochao CHEN1, Ye LIU1,2,*()   

  1. 1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China
    2. Institute of Eco-Chongming, Shanghai 202162, China
  • Received:2022-06-21 Accepted:2022-09-16 Online:2023-01-25 Published:2023-01-07
  • Contact: Ye LIU


This work reports a one-step protocol for the synthesis of β-hydroxyamides via amino-carbonylation of epoxides using aromatic amines as the ammonia source instead of silylamine. The reaction was catalyzed by Co2(CO)8 modified with bidentate O-containing ligand L2, which was prepared by the oxidation of Xantphos [9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene] by H2O2 as a diphosphine-dioxide. Under mild conditions (60 °C, CO 3.0 MPa, 6 h), L2-modified Co2(CO)8 efficiently catalyzed the amino-carbonylation of propylene oxide with aniline to generate 3-hydroxy-N-phenylbutanamide with the yield of 64%. The developed catalytic system exhibited fair stability and general substrate scope.

Key words: propylene oxide, ethylene oxide, aminocarbonylation, Co2(CO)8, β-hydroxy amides

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