Cinnolinones oxidation

In contrast, 2-(a-carboxy-a-morpholinomethyl)cyclohexanone, as its morpholi-nium salt (103), gave 5,6,7,8-tetrahydro-3(2/i)-cinnolinone (102) directly oxidation was provided by spontaneous loss of morpholine (H2NNH2 H2O,... [Pg.16]

Phenacyl-l,3-cyclohexanedione (106) gave 3-phenyl-4,6,7,8-tetrahydro-5(lfl)-cinnolinone (107 unisolated) and thence 3-phenyl-5,6,7,8-tetrahydro-5-cin-nolinone (108) by oxidation (H2NNH2, EtOH, 20°C, 30 min then dichloro-... [Pg.16]

H)-Cinnolinone (67, R = H) with lead tetracetacte in acetic acid did not imdergo O- or 7V-acetylation but oxidative C-acetoxylation to afford... [Pg.69]

Note-. These acylcinnolines have been made by primary synthesis (see Chapter 1), Reissert-type addition to cinnoline (Section 2.1.3), oxidation of alkylcin-nolines (Section 2.2.2), displacement of halogeno substituents (Section 3.2), hydrolysis of dihalogenomethylcinnolines (Section 3.2), N-acylation of tautomeric cinnolinones (Section 4.1.2.2), oxidation of extranuclear hydro-xycinnolines (Section 4.2), or as illustrated here. [Pg.105]

The oxidative alkylamination of 2-methyl-3(2/7)-cinnolinone 29 by action of secOTidary alkylamines in the presence of KMn04 in THF under ambient conditions proceeds rather smoothly, leading to the formation of the expected 4-alkylamino-2-methyl-3(2//)-cinnolinones 30 (Scheme 24) [78], Interestingly, the analogous reaction with primary alkylamines is accompanied by a partial or complete... [Pg.196]

The Yang group synthesized indeno[l,2-c]cinnolinone (15) in 93% yield by treating indenone 16, previously prepared from 2-(2-arylethynylphenyl) acetonitrile 17 via a palladium(II)-catalyzed oxidation/condensation... [Pg.399]

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