Ruthenium(II)-catalyzed C−H/N−H alkyne annulation of nonsymmetric imidazoles: mechanistic Insights by computation and photophysical properties

2023-11-062023-11-062022MACHADO, Luana A. et al. Ruthenium(II)-catalyzed C−H/N−H alkyne annulation of nonsymmetric imidazoles: mechanistic insights by computation and photophysical properties. European Journal of Organic Chemistry, Weinheim, v. 2022, n. 28, e202200590, 2022. DOI: 10.1002/ejoc.202200590. Disponível em: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202200590. Acesso em: 31 out. 2023.1434-193Xe- 1099-0690https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202200590Imidazoles constitute an important class of heterocyclic compounds with extensive potential use, from pharmaceuticals to optoelectronics. However, synthetic methodologies capable of producing novel nonsymmetric imidazoles are still scarce. In a combined synthesis, photophysical and computational investigation, we show that ruthenium(II) catalysis enables C−H/N−H alkyne annulation of nonsymmetric imidazoles derived from naturally occuring β-lapachone and nor-β-lapachone. This method provides an efficient and versatile tool for synthesizing fluorescent compounds with a broad application range.engAcesso RestritoRuthenium(II)-catalyzed C−H/N−H alkyne annulation of nonsymmetric imidazoles: mechanistic Insights by computation and photophysical propertiesArtigo10.1002/ejoc.202200590