Diels-Alder-Reaktionen von 2′-substituierten 3-Vinyl-1H-indolen zu neuen anellierten Indol-und Carbazol-Derivaten

Diels-alder Reactions of 2′-Substituted 3-Vinyl-1H-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 AlCl₃ as dicnophile-activating catalyst, ‘endo’ preference for deriving cycloadducts is observed. In some cases, Michael addition competes with4+2] cycloaddition.