Synthesis of Sulfamoyl Ureas from Hexafluoroisopropyl N-Fluorosulfonyl Carbamate
Hexafluoroisopropyl N-Fluorosulfonyl Carbamate: Synthesis and Its Facile Transformation to Sulfamoyl Ureas: S. Liu, X. Li, X. Wang, L. Xu, J. Dong
Synthesis 2024, DOI: 10.1055/s-0043-1774860
Sulfamoyl ureas have been reported to be efficient and low-toxicity herbicides. These chemicals can be obtained from the corresponding amines and chlorosulfonyl isocyanate (CSI, which is a liquid) or fluorosulfonyl isocyanate (FSI), which are both corrosive and moisture sensitive. Recently, the group of Professor Jiajia Dong from the Shanghai Jiao Tong University (P. R. of China) showed that hexafluoroisopropyl N-fluorosulfonyl carbamate (HFC), which is a solid and fairly bench-stable compound endowed with unique reactivity, can be effectively subjected to double ligation with amines to afford sulfamoyl ureas under ambient conditions.
Professor Dong said: “Considering the synthetic simplicity and stability of HFC, we believe this reagent can serve as an efficient surrogate to CSI and FSI for laboratory use, which opens up a new avenue for accessing the bioactive sulfamoyl ureas under mild conditions.”
