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Paper | Regular issue | Vol 41, No. 12, 1995, pp.2785-2793
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7235
New Diels-Alder Reactions of Oxy-functionalized 3-Vinylindoles with Carbodienophiles

Ulf Pindur* and Martina Rogge

*Department of Chemistry and Pharmacy, Institute of Pharmacy, University of Mainz, Saarstrasse 21, D-55122 Mainz, Germany

Abstract

Some new Diels-Alder reactions of oxy-functionalized 3-vinylindoles (1, 2) with carbodienophiles are described. In most cases, functionalized carbazoles (4 - 6, 10 and 11) were formed regio- and/or endo-selectively. The product spectrum is characterized by [4+2] cycloadditions, elimination and ene reaction.