1069131-23-2Relevant academic research and scientific papers
Remote Radical Desaturation of Unactivated C?H Bonds in Amides
Xia, Yong,Jana, Kalipada,Studer, Armido
supporting information, p. 16621 - 16625 (2021/10/12)
Desaturation of inert aliphatic C?H bonds in alkanes to form the corresponding alkenes is challenging. In this communication, a new and practical strategy for remote site-selective desaturation of amides via radical chemistry is reported. The readily installed N-allylsulfonylamide moiety serves as an N radical precursor. Intramolecular 1,5-hydrogen atom transfer from an inert C?H bond to the N-radical generates a translocated C-radical which is subsequently oxidized and deprotonated to give the corresponding alkene. The commercially available methanesulfonyl chloride is used as reagent and a Cu/Ag-couple as oxidant. The remote desaturation is realized on different types of unactivated sp3-C?H bonds. The potential synthetic utility of this method is further demonstrated by the dehydrogenation of natural product derivatives and drugs.
Mild conditions for Pd-catalyzed carboamination of N-protected hex-4-enylamines and 1-, 3-, and 4-substituted pent-4-enylamines. Scope, limitations, and mechanism of pyrrolidine formation
Bertrand, Myra Beaudoin,Neukom, Joshua D.,Wolfe, John P.
supporting information; experimental part, p. 8851 - 8860 (2009/04/11)
(Chemical Equation Presented) The use of the weak base Cs 2CO3 in Pd-catalyzed carboamination reactions of N-protected γ-aminoalkenes with aryl bromides leads to greatly increased tolerance of functional groups and alkene substitutio
