Utilities of cyanothioformamides in heterocyclic synthesis. A review

Cyanothioformamides have extensively utilized in the synthesis of five, six and fused heterocyclic compounds. These compounds find use as medicinal and pharmacological substances. This review which covers the literature up to 2003 include reactions of cyanothioformamides with both electrophilic and nucleophilic reagents. These reactions give rise to heterocyclic compounds that contain adjacent imino and thione functions in the 4 and 5 positions which have been shown to be reactive in a number of subsequent ring closure reactions. Cyanothioformamides reacted with some electrophiles to produce: pyrrole, imidazole, oxazole, thiazole, 1,2,5-thiadiazole, bis (imidazole) and oxazole. While with some nucleophiles furnished: benzoazoles, quinazolinones, triazole, bis (triazole), benzoxazinethione, 1,3,4-thiadiazole and thiirans.