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Note | Regular issue | Vol 68, No. 8, 2006, pp.1709-1714
Published online, 8th June, 2006
DOI: 10.3987/COM-06-10779
Synthesis of Benzo[2,1-b:3,4-b’]dithiophene-4,5-dione Derivatives

Kazuhiro Kobayashi,* Toshikazu Ogata, Daizo Nakamura, Osamu Morikawa, and Hisatoshi Konishi

*Department of Materials Science, Faculty of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan

Abstract

The 1-trimethylsilylimidazole-mediated thiophene ring formation from 6-acylbenzo[b]thiophene-4,5-diones (3), which were prepared utilizing photoacylation of benzo[b]thiophene-4,5-dione (1) with aliphatic aldehydes, and ethyl mercaptoacetate, followed by acid hydrolysis and oxidation with cerium(IV) ammonium nitrate (CAN), led to one-pot formation of the 3-substituted ethyl 4,5-dioxo-4,5-dihydrobenzo[2,1-b:3,4-b‘]dithiophene-2-carboxylates (4) in satisfactory yields.