Easy access to 3- or 5-heteroarylamino-1,2,4-triazines by S(N)Ar, S(N)H, and palladium-catalyzed N-heteroarylations.
In this paper, N-arylations between two heteroaryl compounds were studied. Conditions were found to generate selectively either 3- or 5-heteroarylamino-1,2,4-triazines by investigating anionic processes (use of bases such as 2,2',6,6'-tetramethylpiperidine/tBuOK/nBuLi) or Pd-catalyzed N-arylations [Pd(OAc)(2), xantphos]. These methods were successfully applied to a wide variety of heteroarylamines and allowed us to pursue our work on fused polynitrogen compounds synthesis.
Garnier
Ethel
E
Institut de Chimie Organique et Analytique (I.C.O.A.), UMR-CNRS 6005, LRC CEA M09, Université d'Orléans, Rue de Chartres, BP 6759, 45067 Orléans Cedex 2, France.
Audoux
Jérôme
J
Pasquinet
Eric
E
Suzenet
Franck
F
Poullain
Didier
D
Lebret
Bruno
B
Guillaumet
Gérald
G