N,N-Dialkyl-N '-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part VIII. Novel Pyrazolo-Fused Oxathiadiazines and Thiatriazoles

作者:Forsyth Craig M; Francis Craig L*; Jahangiri Saba; Liepa Andris J; Perkins Michael V; Young Anna P
来源:Australian Journal of Chemistry, 2010, 63(4): 659-668.
DOI:10.1071/CH09581

摘要

N,N-dialkyl-N'-chlorosulfonyl chloroformamidines 1 reacted with pyrazol-3-ones 2 tunder a variety of conditions to give pyrazolo[2,3-e][1,2,3,5] oxathiadiazine dioxides 3 and pyrazolo[3,2-b][1,4,3,5] oxathiadiazine dioxides 5, and frequently, one or both of pyrazolo[1,2-b][1,2,3,5] thiatriazole 1,1,5-trioxides 4 and 1,1,7-trioxides 6. In all reactions, the pyrazolo[3,2b][ 1,4,3,5] oxathiadiazine 5 was the major product, with the pyrazolo[2,3-e][1,2,3,5] oxathiadiazine 3 being a significant product in the absence of base. Prior to our recent work, the core ring systems of compounds 3 and 5 had not been reported and compounds 4 and 6 are new derivatives of a rare ring system.

  • 出版日期2010
  • 单位CSIRO