An article Pyridylic anions are soft nucleophiles in the palladium-catalyzed C(sp(3))-H allylation of 4-alkylpyridines WOS:000614615000034 published article about C-H BONDS; CROSS-COUPLING REACTIONS; GRIGNARD-REAGENTS; ENANTIOSELECTIVE FUNCTIONALIZATION; ALKYLIDENE DIHYDROPYRIDINES; REGIOSELECTIVE ADDITION; ARYL HALIDES; ALPHA; PYRIDINES; AZAARENES in [Wasfy, Nour; Rasheed, Faizan; Hunter, Isabelle; Shi, Jiaqi; Doan, Brian; Orellana, Arturo] York Univ, Dept Chem, 4700 Keele St, N York, ON M3J 1P3, Canada; [Robidas, Raphael; Legault, Claude Y.] Univ Sherbrooke, Dept Chem, Ctr Green Chem & Catalysis, 2500 Blvd Univ, Sherbrooke, PQ J1K 2R1, Canada; [Fishlock, Dan] F Hoffmann La Roche Ltd, Proc Chem & Catalysis, Synthet Mol Tech Dev, CH-4070 Basel, Switzerland in 2021, Cited 69. Application In Synthesis of Ethyl nicotinate. The Name is Ethyl nicotinate. Through research, I have a further understanding and discovery of 614-18-6
We report a mild palladium-catalyzed method for the selective allylation of 4-alkylpyridines in which highly basic pyridylic anions behave as soft nucleophiles. This method exploits alkylidene dihydropyridines, which are semi-stable intermediates readily formed using a ‘soft-enolization’ approach, in a new mechanistic manifold for decarboxylative allylation. Notably, the catalytic generation of pyridylic anions results in a substantially broader functional group tolerance compared to other pyridine allylation methods. Experimental and theoretical mechanistic studies strongly suggest that pyridylic anions are indeed the active nucleophiles in these reactions, and that they participate in an outer-sphere reductive elimination step. This finding establishes a new pK(a) boundary of 35 for soft nucleophiles in transition metal-catalyzed allylations.
Application In Synthesis of Ethyl nicotinate. Welcome to talk about 614-18-6, If you have any questions, you can contact Wasfy, N; Rasheed, F; Robidas, R; Hunter, I; Shi, JQ; Doan, B; Legault, CY; Fishlock, D; Orellana, A or send Email.
Reference:
Pyridine – Wikipedia,
,Pyridine | C5H5N – PubChem