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• W2316632471 endingPage "8979" @default.
• W2316632471 startingPage "8966" @default.
• W2316632471 abstract "The sulfonylation of quinazolin-4(3H)-ones and related tetrahydrobenzothieno[2,3-d]pyrimidin-4(3H)-ones with mesyl, tosyl, and p-cyanobenzenesulfonyl chloride was studied. A hydrogen substituent at 2-position directed the sulfonyl group to the N-3 position, while alkylsulfanyl or amino substituents led to sulfonylation of the carbonyl oxygen. The latter effect was attributed to steric influence and the positive mesomeric effect of the 2-substituent. An access to N-sulfonylated 2-substituted regioisomers was established. An unexpected 1,3-sulfonyl migration was observed and further analyzed. This process occurred as an intramolecular N- to O-shift as verified by kinetic and crossover experiments." @default.
• W2316632471 created "2016-06-24" @default.
• W2316632471 creator A5003189519 @default.
• W2316632471 creator A5015397783 @default.
• W2316632471 creator A5033746477 @default.
• W2316632471 creator A5036207297 @default.
• W2316632471 date "2013-08-29" @default.
• W2316632471 modified "2023-10-16" @default.
• W2316632471 title "Regioselective Sulfonylation and <i>N</i>- to <i>O</i>-Sulfonyl Migration of Quinazolin-4(3<i>H</i>)-ones and Analogous Thienopyrimidin-4(3<i>H</i>)-ones" @default.
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• W2316632471 doi "https://doi.org/10.1021/jo4010876" @default.
• W2316632471 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/23971868" @default.
• W2316632471 hasPublicationYear "2013" @default.
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