697-92-7Relevant academic research and scientific papers
C-H Pyridonation of (Hetero-)Arenes by Pyridinium Radical Cations
Hillenbrand, Julius,Ham, Won Seok,Ritter, Tobias
supporting information, p. 5363 - 5367 (2019/09/06)
Pyridones are important heteroaromatic scaffolds found in natural products and pharmaceuticals and are, therefore, of major interest in organic synthetic chemistry. Here we report the first C-H pyridonation of unactivated (hetero-)arenes, providing a methodology to directly access N-aryl-2- and 4-pyridones. Generation of pyridinium radical cations through single-electron reduction allows for the synthesis of pyridones on structurally complex molecules.
Molecular complexes of 4-nitropyridine and 4-nitroquinoline N-oxides with boron trifluoride and hydrogen chloride as intermediates in SNAr reactions
Nizhnik,Andreev,Belashev
scheme or table, p. 1824 - 1830 (2009/09/06)
Complexation of 4-nitropyridine N-oxides with ν- (BF3, HCl) and π-acceptors (tetracyanoethylene, chloranil, 2,3-dichloro-5,6-dicyano-1,4- benzoquinone, 7,7,8,8-tetracyanoquinodimethane) activates the nitro group to nucleophilic replacement by chlorine. Adducts formed by 4-nitropyridine and 4-nitroquinoline N-oxides with boron trifluoride and hydrogen chloride were studied by IR spectroscopy. It was shown that these complexes belong to the n,ν type and that the donor-acceptor interaction therein involves the oxygen atom of the N-oxide group.
