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Note | Regular issue | Vol 65, No. 12, 2005, pp.2973-2977
Published online, 27th September, 2005
DOI: 10.3987/COM-05-10545
Concise Route to 4,5-Dioxo-4,5-dihydronaphtho[1,2-b]thiophene-2-carboxylates

Kazuhiro Kobayashi,* Satoshi Yamane, Kazuna Miyamoto, Osamu Morikawa, and Hisatoshi Konishi

*Department of Materials Science, Faculty of Engineering, Tottori University, Koyama-minami, Tottori 680-8552, Japan

Abstract

Reactions of 3-acyl-1,2-naphthoquinones with ethyl mercaptoacetate followed by protection of the resulting hydroxyl groups and thiophene ring formation using 1-trimethylsilylimidazole, deprotection with hydrochloric acid, and oxidation with cerium(IV) ammonium nitrate (CAN) gave, in one-pot, the title thienonaphthoquinone derivatives in moderate to good yields.