Triflimide-Promoted Nucleophilic C-Arylation of Halopurines to Access N⁷-Substituted Purine Biaryls

Abstract

Functionalized nucleobases are utilized in a wide range of fields; therefore, the development of new synthesis methods is essential for their continued application. With respect to the C⁶-arylation of halopurines, which possess a substituent at the N⁷-position, only a small number of successful cases have been reported, which is predominately a result of large steric hinderance effects. Herein, we report efficient and metal-free C⁶-arylations and S_NAr reactions of N⁷-substituted chloropurines in aromatic and heteroatom nucleophiles promoted by triflimide (Tf₂NH) in fluoroalcohol.