An efficient and selective protocol for the synthesis of perfluoroalkyl-group-substituted benzo[4,5]imidazo[1,2-a]-pyridines has been developed in which beta-perfluoroalkyl peroxides act as novel fluorinated C3-building blocks to implement regioselective [3 + 3] annulation with 2-cyanomethyl benzimidazole under metal-free conditions. The application of the synthesized perfluoroalkylated BIPs as potent anticancer reagents versus the nonfluorinated ones demonstrated the biological utility of this method.
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St Petersburg State Univ, Dept Chem, St Petersburg 199034, RussiaSt Petersburg State Univ, Dept Chem, St Petersburg 199034, Russia
Filatov, Alexander S.
Pronina, Yulia A.
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St Petersburg State Inst Technol, Dept Organ Chem, St Petersburg 190013, RussiaSt Petersburg State Univ, Dept Chem, St Petersburg 199034, Russia
Pronina, Yulia A.
Selivanov, Stanislav, I
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St Petersburg State Inst Technol, Dept Organ Chem, St Petersburg 190013, Russia
St Petersburg State Univ, Lab Biomol NMR, St Petersburg 199034, RussiaSt Petersburg State Univ, Dept Chem, St Petersburg 199034, Russia
Selivanov, Stanislav, I
Shmakov, Stanislav, V
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St Petersburg Natl Res Acad Univ, Russian Acad Sci, Lab Nanobiotechnol, St Petersburg 194021, RussiaSt Petersburg State Univ, Dept Chem, St Petersburg 199034, Russia
Shmakov, Stanislav, V
Uspenski, Anton A.
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Voeikov Main Geophys Observ, Dept Monitoring & Res Chem Composit Atmosphere, St Petersburg 194021, RussiaSt Petersburg State Univ, Dept Chem, St Petersburg 199034, Russia
Uspenski, Anton A.
Boitsov, Vitali M.
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St Petersburg Natl Res Acad Univ, Russian Acad Sci, Lab Nanobiotechnol, St Petersburg 194021, RussiaSt Petersburg State Univ, Dept Chem, St Petersburg 199034, Russia
Boitsov, Vitali M.
Stepakov, Alexander, V
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St Petersburg State Univ, Dept Chem, St Petersburg 199034, Russia
St Petersburg State Inst Technol, Dept Organ Chem, St Petersburg 190013, RussiaSt Petersburg State Univ, Dept Chem, St Petersburg 199034, Russia
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Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Zhejiang, Peoples R ChinaShanghai Res Ctr Modernizat Tradit Chinese Med, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
Hu, Lingjun
Zhan, Zhajun
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Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Zhejiang, Peoples R ChinaShanghai Res Ctr Modernizat Tradit Chinese Med, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
Zhan, Zhajun
Lei, Min
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Shanghai Res Ctr Modernizat Tradit Chinese Med, Shanghai Inst Mat Med, Shanghai 201203, Peoples R ChinaShanghai Res Ctr Modernizat Tradit Chinese Med, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
Lei, Min
Hu, Lihong
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Shanghai Res Ctr Modernizat Tradit Chinese Med, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China
Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Zhejiang, Peoples R ChinaShanghai Res Ctr Modernizat Tradit Chinese Med, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China