One-pot multicomponent synthesis of 4-(7-cyclohepta-1,3,5-trienyl)aniline derivatives

Abstract

Reaction of aromatic aldehydes with aniline and tropylium tetrafluoroborate yielded N-arylmethylene-4-(7-cyclohepta-1,3,5-trienyl)anilines, while reaction of aromatic aldehydes with aniline, tropylium tetrafluoroborate, and sodium tetrahydroborate afforded N-arylmethyl-4-(7-cyclohepta-1,3,5-trienyl)anilines. Two most promising compounds, N-2-hydroxyphenylmethylene-4′-(7-cyclohepta-1,3,5-trienyl)aniline and N-2-hydroxyphenylmethyl-4′-(7-cyclohepta-1,3,5-trienyl)aniline, were tested for acute toxicity (LD₅₀) and their low toxicity was revealed.