N,N-Dialkyl-N'-chlorosulfonyl chloroformamidines in heterocyclic synthesis. Part IX.* Novel triazolo-fused thiatriazoles and pyrazolo-fused oxathiazines

Craig Macdonald Forsyth, Craig L Francis, Saba Jahangiri, Andris J Liepa, Michael V Perkins, Anna P Young

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Abstract

N,N-dialkyl-N -chlorosulfonyl chloroformamidines 1 reacted with 4-substituted urazoles 2 to give [1,2,4] triazolo[1,2-b] [1,2,3,5] thiatriazoles 3 in a selective 1,2-NN dinucleophilic mode of reaction. The reaction of 1 with N-1 -substituted pyrazol-5-ones 4 afforded pyrazolo[4,3-e][1,4,3]oxathiazines 5 via selective 1,3-CCO dinucleophilic substitution. Compounds 3 and 5 were the sole products isolated from the respective reactions and both represent new ring systems.
Original languageEnglish
Pages (from-to)785 - 791
Number of pages7
JournalAustralian Journal of Chemistry
Volume63
Issue number5
DOIs
Publication statusPublished - 2010

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