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Communication | Regular issue | Vol 83, No. 5, 2011, pp.1013-1016
Published online, 18th March, 2011
DOI: 10.3987/COM-11-12157
Unexpected Formation of Thiino[3’,4’:4,5]oxazolo[1,3-b][1,3]oxazepine Derivatives

Akikazu Kakehi,* Kennosuke Itoh, Hiroyuki Suga, Hirofumi Kobayashi, Hideyuki Muranaka, and Motoo Shiro

*Department of Chemistry and Material Engineering, Faculty of Engineering, Shinshu University, 4-17-1 Wakasato, Nagano 380-8553, Japan


The reactions of pyridinium 2-alkylthio-1-benzoyl-2-thioxoethylides with dimethyl acetylenedicarboxyate in THF at the reflux temperature afforded the unexpected products, dimethyl 2-alkylthio-4a-phenyl-4aH,5aH-thiino[3’,4’:4,5]oxazolo[1,3-b][1,3]oxazepine-3,4-dicarboxylates, together with dimethyl 10aH-4-alkylthio-5-benzoylpyrido[1,2-d][1,4]thiazepine-1,2- dicarboxylates.