The iodination of 4-chloromethylthiophene-2-carbaldehyde by N-iodosuccinimide under solvent-free conditions gives 4-chloromethyl-5-iodothiophene-2-carbaldehyde, which is used to obtain 4-aryloxy-methyl-5-iodothiophene-2-carbaldehydes. The palladium-catalyzed intramolecular cyclization of 4-aryloxymethyl-5-iodothiophene-2-carbaldehydes yields 4H-thieno[3,2-c]chromene-2-carbaldehydes.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1160-1166, July, 2012.
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Fisyuk, A.S., Bogza, Y.P., Belyaeva, L.V. et al. Synthesis of 4H-thieno[3,2-c]chromenes by intramolecular arylation of 4-aryloxy-methyl-5-iodothiophene-2-carbaldehydes. Chem Heterocycl Comp 48, 1078–1084 (2012). https://doi.org/10.1007/s10593-012-1102-3
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DOI: https://doi.org/10.1007/s10593-012-1102-3