166948-12-5Relevant academic research and scientific papers
Isothiazoles. Part 3. Cycloadditions of Diazoalkanes to 3-Dialkylaminoisothiazole 1,1-Dioxides. Competitive Ring Cleavage in 3a,4-Dihydro-6aH-pyrazoloisothiazole 1,1-Dioxides: Formation of 2-Thia-3-azabicyclohex-3-ene 2,2-Dioxides and/or Pyrazoles
Clerici, Francesca,Ferrario, Tiziano,Gelmi, Maria Luisa,Marelli, Roberto
, p. 2533 - 2536 (2007/10/02)
3-Dialkylaminoisothiazole 1,1-dioxides 1 readily undergo cycloadditions with diazoalkanes 2.The reaction is characterized by high site- and regio-selectivity.Cycloadducts 3 and 4 were found to undergo straightforward thermolysis reactions at elevated temperature through two different paths characterized respectively by loss of nitrogen or sulfur dioxide and diethylcyanamide.The different transformations affording pyrazoles 6 and derivatives of the new heterocycle 2-thia-3-azabicyclohex-3-ene 2,2-dioxide 5 are discussed.
