Nucleophilic Arylation of Halopurines Facilitated by Brønsted Acid in Fluoroalcohol

Naoko Takenaga; Toshitaka Shoji; Takayuki Menjo; Akiko Hirai; Shohei Ueda; Kotaro Kikushima; Tomonori Hanasaki; Toshifumi Dohi

doi:10.3390/molecules24213812

Molecules (Oct 2019)

Nucleophilic Arylation of Halopurines Facilitated by Brønsted Acid in Fluoroalcohol

Naoko Takenaga,
Toshitaka Shoji,
Takayuki Menjo,
Akiko Hirai,
Shohei Ueda,
Kotaro Kikushima,
Tomonori Hanasaki,
Toshifumi Dohi

Affiliations

Naoko Takenaga: Faculty of Pharmacy, Meijo University, 150 Yagotoyama, Tempaku-ku, Nagoya 468-8503, Japan
Toshitaka Shoji: College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525–8577, Japan
Takayuki Menjo: Department of Applied Chemistry, College of Life Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525–8577, Japan
Akiko Hirai: College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525–8577, Japan
Shohei Ueda: Department of Applied Chemistry, College of Life Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525–8577, Japan
Kotaro Kikushima: College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525–8577, Japan
Tomonori Hanasaki: Department of Applied Chemistry, College of Life Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525–8577, Japan
Toshifumi Dohi: College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525–8577, Japan

DOI: https://doi.org/10.3390/molecules24213812
Journal volume & issue: Vol. 24, no. 21
p. 3812

Abstract

Read online

Various aryl-substituted purine derivatives were synthesized through the direct arylation of halopurines with aromatic compounds, facilitated by the combination of triflic acid and fluoroalcohol. This metal-free method is complementary to conventional coupling reactions using metal catalysts and reagents for the syntheses of aryl-substituted purine analogues.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

About the journal

Abstract

Keywords