Abstract

AbstractThe inherent ambident reactive sites (electrophilic and nucleophilic) of β‐ketodithioesters (β‐KDEs) have been realised by treating them with indoles and indole‐3‐carbaldehydes resulting with the formations of two different types of densely functionalized alkenes. Knoevenagel condensations of β‐KDEs with indole aldehydes have been conducted smoothly using the eco‐friendly deep eutectic solvent (DES) medium to yield monoindole substituted alkenes. On the other hand, C‐3 alkylation of indoles with α‐oxoketene S,S‐acetal by conjugate‐addition‐substitution pathway resulted in the regioselective synthesis of bisindoloyl alkenes in DES medium.

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