Summary
β-Chloro-α-cyano-cinnamonitrile (1) reacts in one step with α-oxo-thioles3 or successively with sodium sulphide and α-chlorocarbonyl compounds4 to form the 5-substituted 4-amino-2-phenyl-thiophene-3-carbonitriles5. Analogously, the successive reactions of β-chloro cinnamonitrile1 with sodium selenide — produced in situ from selene and sodium boronhydride — and α-chlorocarbonyl compounds4 yields the 5-substituted 4-amino-2-phenyl-selenophene-3-carbonitriles6.
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Literatur
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Gewald, K., Hain, U. Substituierte 3-Amino-thiophene und 3-Amino-selenophene aus β-Chlor-α-cyan-zimtsäurenitril. Monatsh Chem 123, 455–459 (1992). https://doi.org/10.1007/BF00817601
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DOI: https://doi.org/10.1007/BF00817601