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Paper | Special issue | Vol 97, No. 2, 2018, pp.793-805
Published online, 20th April, 2018
DOI: 10.3987/COM-18-S(T)55
Heterogeneous Copper–Catalyzed Synthesis of S–Arylated 2-Aminothiophenols via Ring Opening of Benzothiazoles and C–S Coupling using Aryl Halides

Tomohiro Ichikawa, Tomohiro Matsuo, Takumu Tachikawa, Yoshinari Sawama, Yasunari Monguchi, and Hironao Sajiki*

*Laboratory of Organic Chemistry, Department of Pharmaceutical Sciences, Gifu Pharmaceutical University, 1-25-4 Daigakunishi, Gifu 501-1196, Japan

Abstract

Chelate resins, which are polystyrene-divinylbenezene-based polymers bearing iminodiacetic acids or polyamines as ligands, supported copper catalysts (Cu/CR11 or Cu/CR20) in effectively catalyzing the ring cleaving S-arylation of benzothiazole with aryl iodides or aryl bromides in the presence of lithium tert-butoxide in aqueous 2-propanol.