1224200-06-9Relevant academic research and scientific papers
Nickel-catalyzed oxidative C-H/N-H annulation of N-heteroaromatic compounds with alkynes
Obata, Atsushi,Sasagawa, Akane,Yamazaki, Ken,Ano, Yusuke,Chatani, Naoto
, p. 3242 - 3248 (2019)
The reaction of N-heteroaromatic compounds, such as 2-aryl-pyrrole, benzimidazole, imidazole, indole, and pyrazole derivatives, with alkynes in the presence of a catalytic amount of a nickel complex results in C-H/N-H oxidative annulation. The reaction shows a high functional group compatibility. While both Ni(0) and Ni(ii) complexes show a high catalytic activity, Ni(0) is proposed as a key catalytic species in the main catalytic cycle. In the case of the Ni(ii) system, the presence of a catalytic amount of a strong base, such as KOBut, is required for the reaction to proceed. In sharp contrast, a base is not required in the case of the Ni(0) system. The proposed mechanism is supported by DFT studies.
Rhodium-catalyzed oxidative coupling/cyclization of 2-phenylindoles with alkynes via C-H and N-H bond cleavages with air as the oxidant
Morimoto, Keisuke,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
supporting information; experimental part, p. 2068 - 2071 (2010/07/06)
Figure presented The straightforward and efficient synthesis of indolo[2,1-a]isoquinoline derivatives has been achieved by the rhodium-catalyzed aerobic oxidative coupling/cyclization of 2-phenylindoles with alkynes. Some of the polycyclic products exhibit solid-state fluorescence.
