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Communication | Regular issue | Vol 78, No. 2, 2009, pp.319-324
Published online, 9th October, 2008
DOI: 10.3987/COM-08-11536
First Formation of Thiepino[2,3-b]- and Thiepino[3,2-a]indolizine Derivatives

Hidetoshi Isawa, Hiroyuki Suga, and Akikazu Kakehi*

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


The reactions of potassium 1,3-bis(ethoxycarbonyl)indolizine-2-thiolates with ethyl 4-bromocrotonate afforded the corresponding indolizine derivatives having (E)-(3-ethoxycarbonyl-2-propenyl)thio, (E)- and (Z)-(3-ethoxycarbonyl-1-propenyl)thio group at the 2-position. The alkaline treatment of these S-alkylated indolizines gave the title compounds in good yields.