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- W2901362018 abstract "Acridine adds secondary phosphine chalcogenides HP(X)R2 (X = O, S, Se; R = Ar, ArAlk) under catalyst-free conditions at 70-75 °C (both in the presence and absence of the electron-deficient acetylenes) to give 9-chalcogenophosphoryl-9,10-dihydroacridines in 61-94% yields. This contrasts with pyridines, which under similar conditions undergo an SNHAr reaction, wherein electron-deficient acetylenes play the role of oxidants. For acridine, the SNHAr step has been accomplished by the oxidation of the intermediate 9-phosphoryl-9,10-dihydroacridines (X = O) with chloranil." @default.
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- W2901362018 date "2018-11-16" @default.
- W2901362018 modified "2023-09-28" @default.
- W2901362018 title "Catalyst-Free Phosphorylation of Acridine with Secondary Phosphine Chalcogenides: Nucleophilic Addition vs S<sub>N</sub><sup>H</sup>Ar Reaction" @default.
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- W2901362018 doi "https://doi.org/10.1021/acs.orglett.8b03061" @default.
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