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.
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PFEUFFER et al. (1987) studied this question.
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