N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part VII 4-Dialkylamino[1,2,3,5]Benzoxathiadiazepine Dioxides and 4-Dialkylamino-[2,1,3,5]Benzothiatriazepine Dioxides

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Contents Vol 61(10)

doi:10.1071/CH08250

N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part VII^* 4-Dialkylamino[1,2,3,5]Benzoxathiadiazepine Dioxides and 4-Dialkylamino-[2,1,3,5]Benzothiatriazepine Dioxides

Teresa Cablewski ^A, Craig M. Forsyth ^B, Craig L. Francis ^A ^C, Andris J. Liepa ^A, Victor Tran ^A

^A CSIRO Molecular and Health Technologies, Clayton, Vic. 3168, Australia.
^B School of Chemistry, Monash University, Clayton, Vic. 3800, Australia.
^C Corresponding author. Email: craig.francis@csiro.au





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Australian Journal of Chemistry 61(10) 785–796 http://dx.doi.org/10.1071/CH08250
Submitted: 10 June 2008 Accepted: 31 July 2008 Published online: 6 October 2008

Abstract

N,N-dialkyl-N′-chlorosulfonyl chloroformamidines 1 reacted with 2-aminophenols 2 to give 4-dialkylamino[1,2,3,5]benzoxathiadiazepine dioxides 3, which are examples of a new ring system. Reaction of 1 with 1,2-diaminobenzenes 7 afforded 4-dialkylamino[2,1,3,5]benzothiatriazepine dioxides 8 and 9, which are new derivatives of a rare ring system. Some N-alkyl and N-acyl derivatives of 3 and 8 were prepared to demonstrate the potential of these compounds as novel scaffolds for synthetic and medicinal chemistry.

^* Part VI, Aust. J. Chem. 2008, 61, 332.