Transition Metal Catalyzed Trifluoromethylation Of N-Heteroaromatic Substrates And Decarboxylative Coupling Of 2-picolinic Acid With N-Boc-3-iodoazetidine

This paper was aimed to synthesize some important small organic molecules via environmental- friendly and economic routines which were C-H activation functionalization and decarboxylative cross-coupling.1 Trifluoromethylation of quinoline N-Oxides To achieve the trifluoromethylation of electron-deficient heterocyclic aromatic compounds, quinoline N-oxides were synthesized to active the heterocyclic aromatic compounds and a cheap trifluoromethylation reagent TMS-CF₃ was used. The optimal condition was: 60 mol% C u（O Tf）2, 1.0 equiv phen, 4.0 equiv Ag NO₃, 2.0 equiv KOAc, 250 mg 4?MS, 3 m L DMF. About twenty N-Oxides substrates were synthesized to detect the applicability of the condition.2 Decarboxylative cross-coupling of 2-picolinic acidDecarboxylative cross-coupling of 2-picolinic acid with N-Boc-3-iodoazetidine was chosen as the model reaction. After screening the reaction contion of Pd sources, ligands, additives, bases and so lvents, we achieved the formation Csp2-Csp³ via decarboxylative coupling reaction and the desired product was obtained in 33% yield.