Synthesis and Reactions of Trifluoromethyl‐Substituted 1,3,5‐Triazines

Abstract

A variety of di‐ and trifluoromethyl‐s‐triazines are prepared following straightforward synthetic protocols from simple, commercially available starting materials. Trichloromethyl‐substituted triazine electrophiles are obtained in good yield and react with amine nucleophiles to afford aminotriazine products in good to excellent yield. The nucleophilic aromatic substitution reaction is broad in scope and proceeds smoothly with both aromatic and aliphatic (primary, secondary, and branched) amines in the presence of non‐participating functional groups including alcohols, carboxylic acids, indoles, and common amine protecting groups. Furthermore, most reactions require only a catalytic amount of 4‐DMAP with no stoichiometric base and are complete within 2 hours at ambient temperature.