Synthesis of Aza-Fused Polycyclic Quinolines via Double C[BOND]H Bond Activation

Authors

  • Ji-Rong Huang,

    1. Key Laboratory of Drug-Targeting and Drug Delivery Systems of the Ministry of Education, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, 17/3 South Renmin Road, Chengdu, 610041 (P. R. China), Fax: (+86) 28-8550-3538
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  • Prof. Dr. Lin Dong,

    Corresponding author
    1. Key Laboratory of Drug-Targeting and Drug Delivery Systems of the Ministry of Education, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, 17/3 South Renmin Road, Chengdu, 610041 (P. R. China), Fax: (+86) 28-8550-3538
    • Key Laboratory of Drug-Targeting and Drug Delivery Systems of the Ministry of Education, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, 17/3 South Renmin Road, Chengdu, 610041 (P. R. China), Fax: (+86) 28-8550-3538
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  • Dr. Bo Han,

    1. State Key Laboratory Breeding Base of Systematic Research, Development and Utilization of Chinese Medicine Resources, School of Pharmacy, Chengdu University of Traditional Chinese Medicine, 1166 Liutai Road, Chengdu, 610075 (P. R. China), Fax: (+86) 28-6180-0231
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  • Prof. Dr. Cheng Peng,

    Corresponding author
    1. State Key Laboratory Breeding Base of Systematic Research, Development and Utilization of Chinese Medicine Resources, School of Pharmacy, Chengdu University of Traditional Chinese Medicine, 1166 Liutai Road, Chengdu, 610075 (P. R. China), Fax: (+86) 28-6180-0231
    • State Key Laboratory Breeding Base of Systematic Research, Development and Utilization of Chinese Medicine Resources, School of Pharmacy, Chengdu University of Traditional Chinese Medicine, 1166 Liutai Road, Chengdu, 610075 (P. R. China), Fax: (+86) 28-6180-0231
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  • Prof. Dr. Ying-Chun Chen

    Corresponding author
    1. Key Laboratory of Drug-Targeting and Drug Delivery Systems of the Ministry of Education, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, 17/3 South Renmin Road, Chengdu, 610041 (P. R. China), Fax: (+86) 28-8550-3538
    • Key Laboratory of Drug-Targeting and Drug Delivery Systems of the Ministry of Education, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, 17/3 South Renmin Road, Chengdu, 610041 (P. R. China), Fax: (+86) 28-8550-3538
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Abstract

original image

Simple but efficient: Aza-fused polycyclic quinolines were efficiently assembled through rhodium(III)-based direct double C[BOND]H activation of N-aryl azoles followed by cyclization with alkynes without heteroatom-assisted chelation. Copper(II) acetate, aside from acting as an oxidant, could also play an important role in the C[BOND]H activation process.

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