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Short Paper | Regular issue | Vol 87, No. 8, 2013, pp.1741-1748
Published online, 19th June, 2013
DOI: 10.3987/COM-13-12745
One-Pot Synthesis of 2,3-Diarylthieno[2,3-b]-, -[2,3-c]- or -[3,2-c]pyridines from the Respective Aryl(chloropyridinyl)methanones

Kazuhiro Kobayashi,* Taira Ohmichi, Wataru Miyatani, Kazuhiro Nakagawa, and Shohei Yuba

*Division of Applied Chemistry, Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan

Abstract

The title three types of 2,3-diarylthienopyridines can be conveniently prepared from the respective aryl(chloropyridinyl)methanones in one-pot. The starting ketones react with sodium sulfide nonahydrate to generate aryl[(sodiosulfanyl)pyridinyl]methanones, which are treated successively with 4-(BrCH2)C6H4EWGs and sodium hydride to give rise to the desired products in generally good yields.