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Dehydrogenation of 4-aryl(hetaryl) spinacine derivatives with dimethyl sulfoxide
Authors:D A Lomov  M G Abramyants  N V Astashkina  N I Korotkikh  S V Gres’ko
Institution:1. Litvinenko Institute of Physical Organic and Coal Chemistry, National Academy of Sciences of Ukraine, ul. R. Lyuksemburg 70, Donetsk, 83114, Ukraine
Abstract:Aromatization of 4-aryl(hetaryl)tetrahydroimidazo4,5-c]pyridine-6-carboxylic acids and their lithium salts by the action of dimethyl sulfoxide has been revealed for the first time. Heating of these compounds in DMSO for 5–7 h at 90–95°C leads to the formation of 4-aryl(hetaryl)imidazo4,5-c]pyridine derivatives as a result of dehydrogenation and decarboxylation. Heating of the corresponding lithium salts generated in situ (DMSO, 90–95°C, 3–5 h) affords difficultly accessible 4-aryl(hetaryl)imidazo4,5-c]pyridine-6-carboxylic acids.
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