서강대학교

초록/요약

PART A An unprecedentedly fast and mild method was developed for room temperature nucleophilic fluorination. The method is featured with substrates bearing internal 1,2,3-triazolium salt moiety. The new method was exhibited with surprisingly fast reaction rate and excellent selectivity. Additionally, this method effectively eliminates the most serious limitation of conventional nucleophilic fluorination, which usually employs harsh reaction condition such as highly basic condition and very high reaction temperature. It was proven that new protocol enables aryl-1,2,4,5-tetrazine derivatives which are not tolerated under standard nucleophilic fluorination condition to be safely fluorinated. PART B A simple and highly efficient synthetic method without transition metal catalysts was developed for 2-substituted methyl benzo[b]furan-3-carboxylates. Unlike conventional Pd-catalyzed synthetic method for 2-substituted methyl benzo[b]furan-3-carboxylates, this method provides efficient and affordable access for 2-substituted methyl benzo[b]furan-3-carboxylates without precious transition metal catalysts for synthesis. In addition, this method furnishes high purity product with very simple synthetic and purification processes and excellent yields.