Abstract

AbstractThe efficiency of dibenziodolium salts as halogen bond donor catalysts was investigated by studying various organic transformations. Diverse reactions were carried out with low catalytic loading and under mild conditions. The catalyst was found to be efficient for carrying out the reduction of quinolines, one‐pot reductive amination, Michael addition reaction of indoles with chalcones, and Friedel‐Crafts reaction of indoles with isatin with a low catalytic loading of 3 mol %. A wide substrate scope was attempted for all the transformations. Several control experiments were carried to rule out the possibility of hidden Brønsted acid catalysis. NMR studies and preliminary DFT calculations suggest the presence of halogen bond between the catalyst and the substrate.

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