Synthetic Exploration of Novel Sulfamoyl Cyanide N‐Oxides in Heterocycle Synthesis. Issue 46 (8th December 2022) - Krivovicheva, Vasilisa
Abstract: Treatment of CH‐diazomethane sulfonamides with tert ‐butyl nitrite produces novel sulfamoyl cyanide N ‐oxides which dimerize to form furoxanes. When the reaction is performed in the presence of a dipolarophile, an olefin or an alkyne, dipolar cycloaddition takes place to deliver isoxazolines or isoxazoles, respectively. Abstract : The earlier introduced CH‐diazomethane sulfonamides were transformed into sulfamoyl cyanide N ‐oxides. The latter dimerized to give furoxanes or underwent cycloaddition with olefins and alkynes to give isooxazolines and isoxazoles, respectively.