Tetrahedron

The umpolung of substituent effect in nucleophilic aromatic substitution. A new approach to the synthesis of N, N-disubstituted melamines (triazine triskelions) under …

B Kolesinska, ZJ Kaminski

Index: Kolesinska, Beata; Kaminski, Zbigniew J. Tetrahedron, 2009 , vol. 65, # 18 p. 3573 - 3576

Full Text: HTML

Citation Number: 24

Abstract

By the umpolung of substituent effect 1, 3, 5-triazines substituted with three dialkylamino groups were prepared under mild reaction conditions by treatment of cyanuric chloride with tertiary amines. Quaternary N-triazinylammonium salts were identified as reactive intermediates activating the triazine ring and strongly promoting the persubstitution of all chlorine atoms. The final degradation of intermediate N-triazinylammonium chlorides ...