193634-84-3Relevant academic research and scientific papers
Synthesis of Functionalized N-Arylsulfonyl Aziridines from α,β-Unsaturated Esters, Amides, Ketones, and Nitriles Using N,N-Dichloroarylsulfonamides as Nitrogen Source
Nadir, Upender K.,Singh, Anamika
, p. 1337 - 1347 (2004)
A convenient and general aziridination process has been developed for the synthesis of functionalized N-arylsulfonylaziridines bearing an alkoxycarbonyl, acyl, cyano, and carboxamide group at C2. The two-step sequence involves addition of N,N-dichloroarylsulfonamide to the appropriate olefin in the presence of Cu(acac)2, treatment of the resultant chlorosulfonamide with Na2SO3, followed by cyclization with NaOH to give the appropriate aziridine in good yields. The reaction is found to be an anti-stereoselective.
Reduction of 2-acylaziridines by samarium(II) iodide. An efficient and regioselective route to β-amino carbonyl compounds
Molander, Gary A.,Stengel, Peter J.
, p. 8887 - 8912 (2007/10/03)
A convenient method for the reduction of 2-acylaziridines, aziridine-2- carboxylates and aziridine-2-carboxamides is described. The reduction of all of the substrates examined was extremely rapid and highly regioselective, giving rise to β-amino carbonyl compounds. This method appears to be general for all of the classes of aziridines mentioned above, and also tolerates a variety of nitrogen protecting groups.
