In 2016,Vemula, Sandeep R.; Kumar, Dinesh; Cook, Gregory R. published 《Palladium-Catalyzed Allylic Amidation with N-Heterocycles via sp3 C-H Oxidation》.ACS Catalysis published the findings.Category: triazoles The information in the text is summarized as follows:
An atom-economic direct intermol. allylic amidation of electron-deficient tautomerizable N-heterocycles is reported via allylic C-H activation of terminal olefins with a PdCl2 catalyst. The reaction did not require any activators (base or Lewis acid) or external ligands and proceeded with high chemo- (N vs O), regio- (linear vs branched), and stereoselectivity (E vs Z) for a variety of N-heterocycles and terminal olefins. Mechanistic investigation and stoichiometric studies validate the sulfoxide-ligand-assisted allylic C-H bond cleavage to form a π-allylpalladium intermediate in the reaction pathway. Excellent selectivity was observed during intermol. competition demonstrating the differential nucleophilicity of N-heterocycles and differential susceptibility of allyl C-H bond cleavage to form π-allylpalladium complexes directly from terminal olefins. In the experiment, the researchers used many compounds, for example, ((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tris(dimethylamino)phosphonium hexafluorophosphate(V)(cas: 56602-33-6Category: triazoles)
((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)tris(dimethylamino)phosphonium hexafluorophosphate(V)(cas: 56602-33-6) is used as a reagent for peptide coupling, lactonization, selective esterification, amidation of alfa amino acids without racemization and synthesis of magnolamide for antioxidative activity and catalyst for 9-acridinecaroboxamide derivative. It acts as a substitute for (Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) reagent.Category: triazoles
Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics