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

Toshitaka Shoji; Kosuke Fukushima; Takayuki Menjo; Yoichi Yamada; Tomonori Hanasaki; Kotaro Kikushima; Naoko Takenaga; Toshifumi Dohi

doi:10.1248/cpb.c21-00380

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

Toshitaka Shoji, Kosuke Fukushima, Takayuki Menjo, Yoichi Yamada, Tomonori Hanasaki, Kotaro Kikushima, Naoko Takenaga , Toshifumi Dohi

著者情報

キーワード: Arylation, Aromatic substitution, Super acid, Fluoroalcohol, N⁷-Substituted purine, Biaryls

ジャーナルフリー早期公開

論文ID: c21-00380

DOI https://doi.org/10.1248/cpb.c21-00380

この記事には本公開記事があります。

The final version of this article is now available: Vol. 69 (2021), No. 9 pp. 886-891

詳細

抄録

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.

責任著者(Corresponding author)

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