110876-48-7Relevant academic research and scientific papers
B(C6F5)3-catalyzed dehydrogenative cyclization of: N -tosylhydrazones and anilines via a Lewis adduct: A combined experimental and computational investigation
Guru, Murali Mohan,De, Sriman,Dutta, Sayan,Koley, Debasis,Maji, Biplab
, p. 7964 - 7974 (2019)
Tris(pentafluorophenyl)borane-catalyzed dehydrogenative-cyclization of N-tosylhydrazones with aromatic amines has been disclosed. This metal-free catalytic protocol is compatible with a range of functional groups to provide both symmetrical and unsymmetrical 3,4,5-triaryl-1,2,4-triazoles. Mechanistic experiments and density functional theory (DFT) studies suggest an initial Lewis adduct formation of N-tosylhydrazone with B(C6F5)3 followed by sequential intermolecular amination of the borane adduct with aniline, intramolecular cyclization and frustrated Lewis pair (FLP)-catalyzed dehydrogenation for the generation of substituted 1,2,4-triazoles.
