RT Journal Article
T1 One-Pot Rh(III)-Catalyzed Twofold C-H Activation/Oxidative Annulation of N-Arylpyrroles with Alkynes to Fluorescent Ullazines
A1 Otero Riesgo, Sergio
A1 Varela Carrete, Jesús Ángel
A1 Saá Rodríguez, Carlos
K1 C-H activation
K1 Fluorescence
K1 Pyrroles
K1 Rhodium
K1 Ullazines
AB A 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.
PB Wiley
SN 1615-4150
YR 2024
FD 2024
LK http://hdl.handle.net/10347/34169
UL http://hdl.handle.net/10347/34169
LA eng
NO Otero-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, 2312-2323
NO This work has received financial support from MICIN (project PID2020-118048GB-I00/AEI/10.13039/501100011033 and ORFEO-CINQA network RED2022-134287-T), the Xunta de Galicia (project ED431C 2022/27 and Centro singular de investigación de Galicia accreditation 2019-2022, ED431G 2019/03) and the European Union (European Regional Development Fund – ERDF)
DS Minerva
RD 23 abr 2026