1. Triflimide-Promoted Nucleophilic C-Arylation of Halopurines to Access N7-Substituted Purine Biaryls
- Author
-
Kosuke Fukushima, Kotaro Kikushima, Tomonori Hanasaki, Naoko Takenaga, Toshifumi Dohi, Toshitaka Shoji, Yoichi Yamada, and Takayuki Menjo
- Subjects
Purine ,Steric effects ,Heteroatom ,Substituent ,General Chemistry ,General Medicine ,Electrophilic aromatic substitution ,Combinatorial chemistry ,Nucleobase ,chemistry.chemical_compound ,Nucleophile ,chemistry ,Nucleophilic aromatic substitution ,Drug Discovery - 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 SNAr reactions of N7-substituted chloropurines in aromatic and heteroatom nucleophiles promoted by triflimide (Tf2NH) in fluoroalcohol.
- Published
- 2021
- Full Text
- View/download PDF