<i>Diels‐Alder</i>‐Reaktionen von 2′‐substituierten 3‐Vinyl‐1<i>H</i>‐indolen zu neuen anellierten Indol‐und Carbazol‐Derivaten

Abstract

Diels‐alder Reactions of 2′‐Substituted 3‐Vinyl‐1 H ‐indoles to New Annellated Indole and Carbazole Derivatives New regio‐ and stereoselcctive cycloadditions between 2′‐ substituted 3‐vinyl‐l H ‐indoles and the dienophiles N ‐Phenylmaleimide, dimethyl acetylendicarboxylate, and methyl acrylate are reported. Products include some new carbazole derivatives and Michael adducts. In the presence of AlCl 3 as dicnophile‐activating catalyst, ‘ endo ’ preference for deriving cycloadducts is observed. In some cases, Michael addition competes with[4+2] cycloaddition.