TY - JOUR
T1 - N,N-Dialkyl-N'-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part IX.* Novel Triazolo-Fused Thiatriazoles and Pyrazolo-Fused Oxathiazines
AU - Forsyth, Craig
AU - Francis, Craig
AU - Jahangiri, Saba
AU - Liepa, Andris
AU - Perkins, Michael
AU - Young, Anna
PY - 2010
Y1 - 2010
N2 - 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 N1-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.
AB - 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 N1-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.
UR - http://www.scopus.com/inward/record.url?scp=77953008572&partnerID=8YFLogxK
U2 - 10.1071/CH09607
DO - 10.1071/CH09607
M3 - Article
SN - 0004-9425
VL - 63
SP - 785
EP - 791
JO - Australian Journal of Chemistry
JF - Australian Journal of Chemistry
IS - 5
ER -