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An AgOAc-catalyzed reaction of 3-nitro-2H-chromenes with ethyl diazoacetate: an efficient one-pot synthesis of ethyl 3,4-dihydrochromeno[3,4-c]pyrazole-1-carboxylates

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Chemistry of Heterocyclic Compounds Aims and scope

A regioselective method for the synthesis of ethyl 3,4-dihydrochromeno[3,4-c]pyrazole-1-carboxylates from 2-substituted 3-nitro-2Hchromenes and ethyl diazoacetate in 68–87% yields was developed. This approach involves an AgOAc-catalyzed 1,3-dipolar cycloaddition of ethyl diazoacetate to nitrochromenes followed by elimination of HNO2 by the action of DBU.

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Authors and Affiliations

  1. Institute of Natural Sciences and Mathematics of the Ural Federal University named after the first President of Russia B. N. Yeltsin, 51 Lenin Ave, Yekaterinburg, 620000, Russia

    Lyudmila S. Bykova, Ivan А. Kochnev, Alexey Yu. Barkov, Nikolay S. Zimnitskiy, Vladislav Yu. Korotaev & Vyacheslav Ya. Sosnovskikh

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  1. Lyudmila S. Bykova
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  2. Ivan А. Kochnev
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  3. Alexey Yu. Barkov
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  4. Nikolay S. Zimnitskiy
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  5. Vladislav Yu. Korotaev
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  6. Vyacheslav Ya. Sosnovskikh
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Correspondence to Ivan А. Kochnev or Vladislav Yu. Korotaev.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2022, 58(11), 646–650

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Bykova, L.S., Kochnev, I.А., Barkov, A.Y. et al. An AgOAc-catalyzed reaction of 3-nitro-2H-chromenes with ethyl diazoacetate: an efficient one-pot synthesis of ethyl 3,4-dihydrochromeno[3,4-c]pyrazole-1-carboxylates. Chem Heterocycl Comp 58, 646–650 (2022). https://doi.org/10.1007/s10593-022-03128-0

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