A series of substituted 2-(3-oxoprop-1-en-1-yl)guanidines was obtained via the interaction of 1,1,3,3-tetramethylguanidine with fused 4H-pyrans, containing a carbonyl group in the β-position to the oxygen atom. The proposed reaction mechanism includes a conjugate 1,4-addition with subsequent opening of the dihydropyran ring.
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The work was supported financially by the Ministry of Education and Science of the Russian Federation (agreement No 14.577.21.0137, unique identifier RFMEFI57714X0137). The authors are indebted to V. B. Rybakov (Lomonosov Moscow State University) for conducting X-ray structural analysis of the sample of compound 2a.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2016, 52(10), 809–813
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Osyanin, V.A., Popova, Y.V., Osipov, D.V. et al. Interaction of 1,1,3,3-tetramethylguanidine with 3-acyl-4H-chromenes. Chem Heterocycl Comp 52, 809–813 (2016). https://doi.org/10.1007/s10593-016-1970-z
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DOI: https://doi.org/10.1007/s10593-016-1970-z