78859-83-3Relevant academic research and scientific papers
Synthesis, photooxygenation, and characterization of new angular furoquinolinone derivatives, a new furocoumarin bioisoster
Elgogary, Sameh,Abd Elghafar, Hoda,Mashaly, Mohammad
, p. 1082 - 1089 (2021/02/01)
Synthesis of angular furoquinolinone derivatives with a new skeleton structure was accomplished via Williamson reaction of hydroxyquinolinones with α-haloketones, such as 3-chloro-2-butanone and phenacyl bromide, followed by treatment with polyphosphoric
Synthesis and reactions of 3-aroyl derivatives of 4-hydroxy-2-quinolones and 4-hydroxycoumarin
Kappe, Thomas,Schnell, Barbara
, p. 663 - 670 (2007/10/03)
3-Aroyl-4-hydroxy-2-quinolones 4 and 11 can be synthesized starting with 1 or 9 via Fries rearrangement of the corresponding esters 3 and 10, catalyzed by potassium cyanide and 18-crown-6. A one pot procedure is presented in which the esters do not need to be isolated. Reduction of the aryl ketones 4 and 11 with zinc dust leads to the benzyl derivatives 5 and 12. Reaction of the aryl ketones 4 and 11 with hydroxylamine and subsequent heating of the crude product leads via thermal Beckmann rearrangement and dehydration to oxazoloquinolones 7 and 14. 2-Aroyloxypyrido[1,2-a]pyrimidin-4-ones 17 and 20 could not be converted to the corresponding ketones by Fries rearrangement.
Benzoylation of 3-Substituted 4-Hydroxy-2-quinolones and 4-Hydroxycoumarines
Stadlbauer, Wolfgang,Kappe, Thomas
, p. 739 - 744 (2007/10/02)
The reaction of 3-aryl- or alkylsubstituted 4-hydroxy-2-quinolones or 4-hydroxycoumarins (3 a-k) with benzoylchloride afforded the 4-benzoyloxy-2-quinolones or 4-benzoyloxycoumarines 2 a-k.Only in one case the 3,3-disubstituted quinolinedione 4 has been isolated, which rearranges to 2 a under thermal or basic conditions. - Key words: 4-Benzoyloxycoumarins, 3-Benzoyl-3-benzyl-2,4-dioxo-quinoline, 4-Benzoyloxyde-2-quinolones
