0000000001301493
AUTHOR
Lukas Schäffer
Electrochemical nitration with nitrite
Aromatic nitration has tremendous importance in organic chemistry as nitroaromatic compounds serve as versatile building blocks. This study represents the electrochemical aromatic nitration with NBu4 NO2 , which serves a dual role as supporting electrolyte and as a safe, readily available, and easy-to-handle nitro source. Stoichiometric amounts of 1,1,1-3,3,3-hexafluoroisopropan-2-ol (HFIP) in MeCN significantly increase the yield by solvent control. The reaction mechanism is based on electrochemical oxidation of nitrite to NO2 , which initiates the nitration reaction in a divided electrolysis cell with inexpensive graphite electrodes. Overall, the reaction is demonstrated for 20 examples w…
Electrochemical synthesis of sulfamides.
Herein we demonstrate the first electrochemical synthesis protocol of symmetrical sulfamides directly from anilines and SO2 mediated by iodide. Sulfamides are an emerging functional group in drug design. Highlights are the direct use of SO2 from a stock solution and no necessity of any supporting electrolyte. Overall, the reaction has been demonstrated for 15 examples with yields up to 93%.
CCDC 2070594: Experimental Crystal Structure Determination
Related Article: Stephan P. Blum, Lukas Schäffer, Dieter Schollmeyer, Siegfried R. Waldvogel|2021|Chem.Commun.|57|4775|doi:10.1039/D1CC01428E