4.2 Article

FIRST FORMATION OF THIEPINO[2,3-b]- AND THIEPINO[3,2-a]-INDOLIZINE DERIVATIVES

Journal

HETEROCYCLES
Volume 78, Issue 2, Pages 319-324

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-08-11536

Keywords

Cyclization; Synthesis; Thiepino[2,3-b]indolizine; Thiepino[3,2-a]indolizine; Allyl Anion

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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.

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