Synthesis of nitrocompounds in compressed freon medium

摘要

For the first time liquefied 1,1.1,2-tetrafluoroethane (TFE) has been successfully applied as the reaction medium for safe and sustainable synthesis of various nitro esters and N-nitro products via nitration of corresponding alcohols and amides with dinitrogen pentox-ide. Freon's inertness towards both electrophilic and nucleophilic agents allowed for a convenient one-pot approach to N-nitramines that comprised nitration of N,N'-dialkyloxalamides or N-alkylcarbamates with N_2O_3 followed by ammonolysis of obtained N-nitroamides in the same fluid solvent without any intermediates isolation. The proposed methods are attractive due to the significant advantages they offer, i.e. high yields, environmental benign, mild reaction conditions, low operation pressure, and facile solvent recycling.