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Synthesis 2009(13): 2179-2183  
DOI: 10.1055/s-0029-1216857
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Simple Method for the Synthesis of 3-Arylthieno[2,3-b]pyridines via Iodine-Mediated Cyclization of 3-(1-Arylalkenyl)-2-[(1-phenylethyl)sul­fanyl]pyridines

Kazuhiro Kobayashi*, Daizo Nakamura, Yasuhiko Shiroyama, Shuhei Fukamachi, Hisatoshi Konishi
Division of Applied Chemistry, Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan
Fax: +81(857)315263; e-Mail: kkoba@chem.tottori-u.ac.jp;
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Publication History

Received 20 January 2009
Publication Date:
02 June 2009 (online)

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Abstract

3-Arylthieno[2,3-b]pyridines are synthesized in a short four-step sequence from readily available 2-bromopyridines. The final and key step of the reported method involves an iodine-mediated 5-endo cyclization of 3-(1-arylalkenyl)-2-[(1-phenylethyl)sulfanyl]pyridines.

Key words

thieno[2,3-b]pyridines - iodine - 2-bromopyridines - cyclization - heterocycles

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