DOI: 10.1021/acs.joc.6c00932 ISSN: 0022-3263

Heptafluorobutyric Acid-Induced Cross-Dehydrogenative Coupling Reactions of 1,2,4-Triazines. Part 2: p-Coupling with Arylamines

Anastasia P. Potapova, Elisaveta M. Gurina, Igor A. Khalymbadzha, Anton N. Tsmokaluk, Ainur D. Sharapov, Vasiliy S. Gaviko, Alexander S. Novikov, Dmitry S. Kopchuk, Ramil F. Fatykhov

Abstract

A heptafluorobutyric acid-induced cross-dehydrogenative coupling reaction of arylamines with 1,2,4-triazines has been described. This metal-free protocol enables regioselective para-C–H hetarylation of diverse arylamines including well-known fluorophore scaffolds, such as triphenylamine, carbazole, and phenothiazine, with easily accessible 1,2,4-triazines under mild conditions. This approach has potential for drug development and material design.