Application of Organolithium and Related Reagents in Synthesis. Part 111. Metallation of 2-Methyl- and 4-Methylnicotinic Acids. A Useful Method for Preparation of AZA-Isocoumarins |
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| Authors: | J Epsztajn M W Płotka J Ścianowski |
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| Institution: | Department of Organic Chemistry , Institute of Chemistry, University , 90-136, ?ód?, Narutowicza, 68, Poland |
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| Abstract: | The metallation (LDA/THF) of 2-methyl- and 4-methylnicotinic acids (1) and (2), and the subsequent reaction of the lithiated species (3) and (4) with carbonyl electrophiles as a synthetic route of 5-aza- and 7-aza-isocoumarins (7), (8), (9) and (10), is described. The isocoumarins (9) and (10) appeared to be readily transformable into the corresponding naphthyridines (11) and (12). |
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| Keywords: | Aromatic aldehyde Baylis–Hillman reaction N‐aryl acrylamide |
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