Otero Riesgo, SergioVarela Carrete, Jesús ÁngelSaá Rodríguez, Carlos2024-06-252024-06-252024Otero-Riesgo, S., Varela, J. A., Saá, C. (2024). One-Pot Rh(III)-Catalyzed Twofold C-H Activation/Oxidative Annulation of N-Arylpyrroles with Alkynes to Fluorescent Ullazines. Adv. Synth. Catal., 366, 2312-23231615-4150http://hdl.handle.net/10347/34169A range of densely functionalized ullazines have been synthesized by a one-pot Rh(III)-catalyzed twofold C-H activation/oxidative annulation of N-arylpyrroles with alkynes. Electrophilic bromination at 5- or 5,7- positions of the EWG-substituted ullazine core offers an interesting single or double entry for further extended functionalization. Mechanistic considerations suggest two complementary paths, EWG-assisted and SEAr, for the C-H activations. All ullazines exhibit strong fluorescence emissions. Ullazines bearing thiophene and triarylamine units at 5- and 5,7- positions show a significant bathochromic shift in their emission spectra, attributed to the more extended electronic circuits present.eng© 2024 The Authors. Advanced Synthesis & Catalysis published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution Non-Commercial NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are madeC-H activationFluorescencePyrrolesRhodiumUllazinesjournal article10.1002/adsc.2024000431615-4169open access