Reactivity of AllylSmBr/HMPA: Facile Synthesis of 3-Aryl-1,2,4-benzotriazines

Authors

  • Ruifeng Yin,

    1. College of Chemistry and Life Sciences, Zhejiang Normal University, Jinhua, Zhejiang 321004, China
    2. Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
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  • Liejin Zhou,

    1. College of Chemistry and Life Sciences, Zhejiang Normal University, Jinhua, Zhejiang 321004, China
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  • Huili Liu,

    1. College of Chemistry and Life Sciences, Zhejiang Normal University, Jinhua, Zhejiang 321004, China
    2. Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
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  • Hui Mao,

    1. College of Chemistry and Life Sciences, Zhejiang Normal University, Jinhua, Zhejiang 321004, China
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  • Xin Lü,

    Corresponding author
    1. College of Chemistry and Life Sciences, Zhejiang Normal University, Jinhua, Zhejiang 321004, China
    • College of Chemistry and Life Sciences, Zhejiang Normal University, Jinhua, Zhejiang 321004, China, Fax: 0086-0579-82282269
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  • Xiaoxia Wang

    Corresponding author
    1. College of Chemistry and Life Sciences, Zhejiang Normal University, Jinhua, Zhejiang 321004, China
    2. Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
    • College of Chemistry and Life Sciences, Zhejiang Normal University, Jinhua, Zhejiang 321004, China, Fax: 0086-0579-82282269
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Abstract

3-Aryl-1,2,4-benzotriazines were conveniently prepared in moderate to good yields from 1,l-bis(benzotriazol-1-yl)methylarenes with allylsamarium bromide/hexamethylphosphramide (allylSmBr/HMPA). Preliminary results indicate that HMPA may enhance the reducing ability as well as prohibit the nucleophicility of allylSmBr, thus making allylSmBr/HMPA as a promising single-electron transfer (SET) reagent.

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