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- W2896579138 abstract "An efficient method for the synthesis of quinazolinones by a domino cross-coupling reaction of 2-halobenzoic acids and amidines is demonstrated for the first time using a copper–glucose combination as an inexpensive catalytic system in a biomass-derived green solvent 2-methylTHF. Here, glucose plays a dual role, both as a reducing agent generating the low-valent copper ions from cupric precursors and as a chelating agent of the generated low-valent copper species, thereby impeding their deactivation. A wide variety of quinazolinones were synthesized in good to excellent yields. Notably, the activation of less reactive 2-bromo/chlorobenzoic acids by the catalyst not only advocates the efficiency of the developed protocol but also the broad substrate scope. Moreover, the developed methodology was successfully applied to the synthesis of the drug molecule diproqualone. The UV–vis spectrophotometric titration study of cupric and cuprous salts with glucose showed evidence of glucose playing the role as a ligand, thus it may act as a stabilizing agent for the low valent copper species formed in the reaction. The use of inexpensive and air stable cupric salts along with glucose for the synthesis of quinazolinones in a green solvent makes this a benign and sustainable method." @default.
- W2896579138 created "2018-10-26" @default.
- W2896579138 creator A5002514242 @default.
- W2896579138 creator A5012828559 @default.
- W2896579138 date "2018-10-15" @default.
- W2896579138 modified "2023-09-27" @default.
- W2896579138 title "Cu(II)–Glucose: Sustainable Catalyst for the Synthesis of Quinazolinones in a Biomass-Derived Solvent 2-MethylTHF and Application for the Synthesis of Diproqualone" @default.
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- W2896579138 doi "https://doi.org/10.1021/acssuschemeng.8b02940" @default.
- W2896579138 hasPublicationYear "2018" @default.
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