154822-30-7Relevant academic research and scientific papers
Application of organolithium and related reagents in synthesis. Part 18. Synthetic strategies based on aromatic metallation. A conversion of methyl ortho-pyridoylbenzoates into aza-anthra-5,10-quinones
Epsztajn, Jan,Jozwiak, Andrzej,Krysiak, Jerzy K.,Lucka, Dariusz
, p. 11025 - 11036 (1996)
The synthesis of the aza-anthraquinones (16) and (17) via metallation (LDA/THF) of the pyridine nucleus at the C3-carbon atom of the methyl ortho-pyridinecarbonyl benzoates (12) and (13), and then the intramolecular cross addition of the generated lithiated species to the carbomethoxy group is described.
Application of organolithium and related reagents in synthesis. Part 221. Synthetic strategies based on ortho-aromatic metallation. A concise regiospecific conversion of benzoic acids into the 4-pyridyl-2h-phthalazin- 1-ones
Brzezinski,Epsztajn,Bakalarz,LAjszczak,Malinowski
, p. 457 - 473 (2007/10/03)
The synthesis of phthalazin-1-ones 6, 7, 8 via the reaction of 3- hydroxyisoindolin-1-ones 3, 4, 5 with hydrazine hydrate is described. Starting compounds 3, 4, 5 were regiospecifically prepared upon the lithiation (n-BuLi) of the benzanilides 1 and subsequently the reaction of the dilithiated anilides 2 with methyl pyridinecarboxylates.
Application of organolithium and related reagents in synthesis. Part 14. Synthetic strategies based on aromatic metallation. A concise regiospecific conversion of benzole acids into their ortho-pyridoyl derivatives
Epsztajn, Jan,Jozwiak, Andrzej,Krysiak, Jerzy A.
, p. 2907 - 2916 (2007/10/02)
The synthesis of the 3-hydroxy-3-pyridyl-isoindolin-1-ones (5) and (6) via metallation (n-BuLi) of the benzanilides (1), and then the reaction of the generated bis lithiated anilides (2) with N,N-dimethylamides or methyl esters of pyridinecarboxylic acids (benzoylation reagents), and subsequent acidic hydrolysis of (5) and (6) as a way (general synthetic strategy) of regiospecific transformation of benzoic acids into their ortho-benzoylated derivatives, is described.
