Dataset Information


B(C6F5)3-catalyzed dehydrogenative cyclization of N-tosylhydrazones and anilines via a Lewis adduct: a combined experimental and computational investigation.

ABSTRACT: 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.

PROVIDER: S-EPMC6839809 | BioStudies |

REPOSITORIES: biostudies

Similar Datasets

2018-01-01 | S-EPMC6276103 | BioStudies
| S-EPMC8293996 | BioStudies
| S-EPMC6272166 | BioStudies
| S-EPMC8148058 | BioStudies
| S-EPMC5271595 | BioStudies
| S-EPMC7304252 | BioStudies
| S-EPMC3278155 | BioStudies
| S-EPMC3167168 | BioStudies
| S-EPMC4546932 | BioStudies
| S-EPMC7187440 | BioStudies