Synthesis of 2, 6??Dioxo??1, 2, 3, 4, 5, 6??hexahydroindoles by Acid??Catalyzed Cyclization of Acetal??Protected (2, 4??Dioxocyclohex??1??yl) acetamides and their …

…, A Spannenberg, C Fischer, P Langer

Index: Juma, Benard; Adeel, Muhammad; Villinger, Alexander; Reinke, Helmut; Spannenberg, Anke; Fischer, Christine; Langer, Peter Advanced Synthesis and Catalysis, 2009 , vol. 351, # 7-8 p. 1073 - 1079

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Citation Number: 10

Abstract

Abstract: Acetal-protected (2, 4-dioxocyclohex-1-yl)-acetic acids were prepared by allylation of dilithiated 1, 3-cyclohexane-1, 3-diones, protection of the carbonyl groups and oxidation of the alkene moiety. Their reaction with amines afforded the corresponding amides which were transformed, by acid-catalyzed cyclization, into various 2, 6-dioxo-1, 2, 3, 4, 5, 6- hexahydroindoles. The reaction of the latter with triflic acid resulted in the formation of ...

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