10199-66-3Relevant articles and documents
1-Benzoylazoles: An experimental (NMR and crystallography) and theoretical study
Claramunt,Cornago,Sanz,Santa-María,Foces-Foces,Alkorta,Elguero
, p. 199 - 212 (2002)
Five N-benzoylazoles (imidazole, pyrazole, indole, benzimidazole and carbazole) have been prepared following modified literature procedures. Their NMR spectra in solution (1H, 13C and 15N) have been measured. The crystal structures of 1-benzoylindole and 9-benzoylcarbazole have been determined by X-ray crystallography and the corresponding 13C NMR spectra in the solid state have been measured by the CPMAS technique. Whereas 1-benzoylindole presents a standard behaviour, 9-benzoylcarbazole shows an unexpected 13C CPMAS spectrum with additional splittings. In order to understand this fact, the 1H and 13C NMR spectra in dimethylether at -143°C (130 K) have been recorded and ab initio calculations (RHF/6-311G**) carried out. The corresponding absolute shieldings (GIAO/RHF/6-311G**) together with the X-ray structure and the 13C chemical shifts at low temperature have been used to discuss the CPMAS spectrum. We propose that the supplementary splittings of this spectrum are due to its conglomerate structure.
Oxidative Amidation of Amines in Tandem with Transamidation: A Route to Amides Using Visible-Light Energy
Nandi, Jyoti,Vaughan, Matthew Z.,Sandoval, Arturo León,Paolillo, Joshua M.,Leadbeater, Nicholas E.
, p. 9219 - 9229 (2020/08/14)
A methodology is reported for preparing amides using amines as an acyl source. The protocol involves the visible-light-promoted oxidative amidation of amines with pyrazole to synthesize N-acyl pyrazoles followed by transamidation. By combining photoredox catalysis with oxoammonium cations in the presence of sodium persulfate as a terminal oxidant, the N-acyl pyrazoles could be prepared efficiently and effectively using blue LEDs. The transamidation step was performed without the need to purify the N-acyl pyrazole intermediate, and a range of amides were generated in good to excellent yields.