Antiallergic activity of .omega.-nitroacetophenones

Buckle, Derek R.; Cantello, Barrie C. C.; Morgan, Neil J.; Smith, Harry; Spicer, Barbara A.

doi:10.1021/jm00241a018

Cited by 8 publications

(4 citation statements)

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“…Manganese(II) acetate tetrahydrate, Mn(OAc) 2 $4H 2 O, was purchased from Wako Pure Chemical Ind., Ltd. Manganese(III) acetate dihydrate, Mn(OAc) 3 $2H 2 O, was prepared according to modified method described in the literature. 18,19 4-Hydroxy-2quinolinones 2, 6, 4-hydroxy-5,6,7,8-tetrahydroquinolin-2(1H)one (11), 20 and 1-benzyl-4-hydroxy-5,6-dihydropyridin-2(1H)-one (13) 4a were also prepared according to the methods reported in the literature. The 1,1-disubstituted alkenes 1 were prepared by the Grignard reaction of the corresponding acetophenones with arylmagnesium bromides followed by dehydration.…”

Section: Methodsmentioning

confidence: 99%

Mn(III)-based reaction of alkenes with quinolinones. Formation of peroxyquinolinones and quinoline-related derivatives

et al. 2014

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Section: Methodsmentioning

confidence: 99%

Mn(III)-based reaction of alkenes with quinolinones. Formation of peroxyquinolinones and quinoline-related derivatives

et al. 2014

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“…40 41 The structures of the known compounds 4a , 4b , and 6a – h were further confirmed by comparing their physical and spectral data with those reported in the literature. 26 , 37 38 39 40 41 42 43 44…”

Section: Table 1 Synthesis Of 4-hydroxyquinolones ...mentioning

confidence: 99%

Diastereoselective Synthesis of Carbohydrate Conjugates: Pyrano[3,2-c]quinolones

Singh,

Kumar,

Arora

et al. 2023

Synthesis

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A facile and efficient protocol for the diastereoselective synthesis of pyrano[3,2-c]quinolone carbohydrate derivatives from Perlin aldehydes and 4-hydroxyquinolones has been developed using a one-pot condensation at room temperature. In this investigation, glucose and galactose were employed as inexpensive starting materials to synthesize two sets of pyrano[3,2-c]quinolone-based carbohydrate conjugates. A total of sixteen novel compounds were successfully synthesized using this methodology in good to excellent yields. The reaction exhibited remarkable diastereoselectivity, resulting in a single diastereomeric product with a diastereomeric excess (dr) 97:3 for glucose, while a diastereomeric mixture with a diastereomeric excess (dr) 67:33 was obtained for galactose. The structural characterization of all sixteen compounds was carried out using various analytical techniques, including IR, 1H NMR, 13C NMR, 1H-1H COSY, 1H-13C HETCOR experiments, 2D NOESY NMR, and HRMS data. Additionally, the scalability of the protocol was successfully demonstrated by synthesizing one of the compounds on a gram scale, highlighting its potential for large-scale production.

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“…4-Hydroxyquinolin-2-ones were synthesized by the reaction of substituted aniline with malonic ester in the presence of polyphosphoric acid (Scheme 2) [33].…”

Section: Chemistrymentioning

confidence: 99%