156222-35-4Relevant academic research and scientific papers
Radical cyclizations of cyclic ene sulfonamides occur with β-elimination of sulfonyl radicals to form polycyclic imines
Zhang, Hanmo,Hay, E. Ben,Geib, Steven J.,Curran, Dennis P.
, p. 16610 - 16617 (2013/12/04)
Radical cyclizations of cyclic ene sulfonamides provide stable bicyclic and tricyclic aldimines and ketimines in good yields. Depending on the structure of the precursor, the cyclizations occur to provide fused and spirocyclic imines with five-, six-, and seven-membered rings. The initial radical cyclization produces an α-sulfonamidoyl radical that undergoes elimination to form the imine and a phenylsulfonyl radical. In a related method, 3,4-dihydroquinolines can also be produced by radical translocation reactions of N-(2- iodophenylsulfonyl)tetrahydroiso-quinolines. In either case, very stable sulfonamides are cleaved to form imines (rather than amines) under mild reductive conditions.
Preparation and Intramolecular Radical of Some Cyclic N-Sulfonylenamines
Ahman, Jens,Somfai, Peter
, p. 1079 - 1082 (2007/10/02)
Cyclic N-sulfonylenamines can be prepared under mild conditions from the coresponding lactams by an efficient two-step procedure involving diisobutylaluminium hydride (DIBAL) or LiAlH4 reduction followed by CF3CO2H induced dehydration.In addition, appropr
