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A formal [4+1] cycloaddition of dimethoxycarbene to 3-perfluoroacyl-4H-chromenes: the synthesis of areno-condensed 7,7a-dihydro-4H-furo[3,4-b]pyrans

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Chemistry of Heterocyclic Compounds Aims and scope

The [4+1] annulation of in situ generated dimethoxycarbene to 3-trifluoroacetyl-4H-chromenes led to cyclic ortho esters, trifluoromethylsubstituted dihydrofuro[3,4-b]chromenes. In the case of 2-perfluoroacyl-1H-benzo[f]chromenes, representatives of a new heterocyclic system 7a,8-dihydro-11H-benzo[f]furo[3,4-b]chromene, were formed.

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This work was supported by the Russian Science Foundation (grant no. 22-13-00253) using the scientific equipment of the Center for Collective Use ''Investigation of the physicochemical properties of substances and materials'' of the Samara State Technical University.

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Authors and Affiliations

  1. Samara State Technical University, 244 Molodogvardeyskaya St, Samara, 443100, Russia

    Irina A. Semenova, Dmitry V. Osipov, Vitaly A. Osyanin, Pavel E. Krasnikov & Yuri N. Klimochkin

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  1. Irina A. Semenova
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  2. Dmitry V. Osipov
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  3. Vitaly A. Osyanin
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  4. Pavel E. Krasnikov
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  5. Yuri N. Klimochkin
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Correspondence to Dmitry V. Osipov or Vitaly A. Osyanin.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2023, 59(1/2), 96–100

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Semenova, I.A., Osipov, D.V., Osyanin, V.A. et al. A formal [4+1] cycloaddition of dimethoxycarbene to 3-perfluoroacyl-4H-chromenes: the synthesis of areno-condensed 7,7a-dihydro-4H-furo[3,4-b]pyrans. Chem Heterocycl Comp 59, 96–100 (2023). https://doi.org/10.1007/s10593-023-03167-1

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