Abstract
The reaction of esters of 4, 4-dichlorochromene-2-carboxylic acid and of 4, 4-dichloroflavine (4, 4-dichloro-2-phenyl-4H-l-benzopyran) with compounds containing an activated methyl group (cyanoacetic ester, cyanoacetamide, and malonodinitrile) is examined. These dichloro compounds undergo substitution in both the 2-and 4-positions of the chromene system, depending on the nature of the attacking reagent. The initially formed esters of 2-ethoxycarbonylcyanomethyl-4-chloro-3-chromene-2-carboxylicacid undergo a number of specific reactions, since the cyanoacetate group attached to the chromene system is sufficiently labile to be capable of removal of hydrolysis, and of migration to the 4-position.
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References
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For part XXVIII, see [9].
Preliminary part, ZhOKh, 34, 1685, 1964.
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Zagorevskii, V.A., Tsvetkova, I.D., Orlova, E.K. et al. Research into analogs of pyran and related compounds. Chem Heterocycl Compd 5, 316–320 (1969). https://doi.org/10.1007/BF00471133
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DOI: https://doi.org/10.1007/BF00471133