The addition of dihalocarbenes to 1H-benzo[f]chromenes and 4H-chromenes gave a number of dihalotetrahydro(benzo)cyclopropa[b]-chromenes containing donor and acceptor substituents at different positions. It was found that in the case of 1,3-disubstituted 1H-benzo[f]-chromenes, the reaction proceeds diastereoselectively with the formation of trans-isomers. 12H,13H-7a,12a-Methanobenzo[f]indeno-[1,2-b]chromene and 12,13-dihydro-14H-7a,13a-methanodibenzo[a,h]xanthene, representatives of new heterocyclic systems, were obtained.
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This work was supported by the Russian Science Foundation (grant 19-13-00421).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2020, 56(11), 1417–1422
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Semenova, I.А., Osyanin, V.А., Demidov, M.R. et al. Cyclopropanation of areno-condensed 4H-pyrans with dihalocarbenes. Chem Heterocycl Comp 56, 1417–1422 (2020). https://doi.org/10.1007/s10593-020-02831-0
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DOI: https://doi.org/10.1007/s10593-020-02831-0