Catalytic Aminium Radical-Cation Salt (Magic Blue)-Initiated S<sub>N</sub>2-Type Nucleophilic Ring-Opening Transformations of Aziridines
Bharat Singh, Suraj Kashyap, Shishir Singh, Sikha Gupta, Manas K. Ghorai
Abstract
A simple and atom economic protocol for the construction of C–X/C–C bonds via catalytic aminium radical-cation salt (Magic Blue)-initiated S N 2-type nucleophilic ring-opening transformations of racemic and nonracemic aziridines with different hetero and carbon nucleophiles to afford various amino ethers, thioethers, and amines in up to 99% yield, and with perfect enantiospecificity for some substrates but reduced ee with others (for nonracemic aziridines), is developed. This aminium radical-cation salt-initiated, S N 2-type nucleophilic ring-opening strategy, along with various cyclization protocols, is employed to synthesize various biologically significant compounds.