Abstract
AbstractA method to prepare 3‐substituted‐2‐formylindole derivatives from N‐Boc‐ortho‐aminoaryl ketones and ethoxyacetylene through a cascade of reactions in a single operation that included a nucleophile‐triggered 5‐exo‐dig cyclization and an acid‐mediated 1,3‐allyl alcohol isomerization (1,3‐AAI) is described. A variety of aryl, vinyl and alkynyl groups can be introduced at C‐3 of indole‐2‐carboxaldehyde while having a high functional group compatibility. The 3‐alkynyl adducts, which are highly valuable substrates for diversity‐oriented synthesis, can be further transformed to useful carboline and carbazole derivatives through novel pathways.magnified image
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