DOI: 10.1002/asia.202500722 ISSN: 1861-4728

Organocatalytic Regio‐ and Enantioselective Friedel‐Crafts Alkylation of N‐Aryl Anilines with Aurone‐Derived Azadienes: Access to Benzofuran Embedded Triarylmethanes

Rupkumar Khuntia, Subhrajit Karmakar, Koyal Roy, Kalishankar Bhattacharyya, Subhas Chandra Pan

Abstract

Herein, we disclose a catalytic asymmetric Friedel‐Crafts alkylation of N‐aryl anilines with aurone‐derived azadienes for the first synthesis of benzofuran and N‐aryl aniline containing triarylmethanes. An easily available chiral phosphoric acid, TRIP, was found to be effective for this reaction. The triarylmethanes with benzofuran and N‐aryl aniline motifs were obtained in moderate yields with high regio‐ and good to high enantioselectivities. The scope of the reaction was broad and few synthetic transformations have been demonstrated.

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