Metal-induced facile synthesis of a tricyclic system — 10-Methyl-12-thia-2,9-diaza-tricyclo[8.3.1.03,8]tetradeca-3,5,7-triene-1-carbonitrile. Formation of an intramolecular carbon–carbon bond

Abstract

The reaction between 4-thiaheptane-2,6-dione and 1,2-diaminobenzene in the presence of nickel(II) perchlorate results in the formation of a nickel(II) complex of a novel new heterotricyclic system: 1-methoxy-10-methyl-12-thia-2,9-diaza-tricyclo[8.3.1.03,8]tetradeca-3,5,7-triene, which on treatment with potassium cyanide gives 10-methy-12-thia-2,9-diaza-tricyclo[8.3.1.03,8]tetradeca-3,5,7-triene-1-carbonitrile, a case of metal-induced carbon–carbon bond formation.Key words: nickel-induced carbon–carbon bond formation, intramolecular cyclization, tricyclic formation.