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

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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Publication Details

Journal
Chemistry - An Asian Journal
Published
2025-08-31
DOI
https://doi.org/10.1002/asia.202500722
Primary Topic
Synthesis of Indole Derivatives
Type
article
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article

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

Subhas Chandra Pan, Katso Roy, Rupkumar Khuntia, Kalishankar Bhattacharyya et al.
Chemistry - An Asian Journal
Synthesis of Indole Derivatives
article

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

Subhas Chandra Pan, Katso Roy, Rupkumar Khuntia, Kalishankar Bhattacharyya, Sanmoy Karmakar
article en

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.

Chemistry - An Asian JournalVol. 20(20)
Indian Institute of Technology Guwahati (IN)
Openalex Percentile: Top 83%
Synthesis of Indole Derivatives
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Organocatalytic Regio‐ and Enantioselective Friedel‐Crafts Alkylation of N‐Aryl Anilines with Aurone‐Derived Azadienes: Access to Benzofuran Embedded Triarylmethanes — Subhas Chandra Pan, Katso Roy, et al. · Chemistry - An Asian Journal (2025) | TGRS Research Map | TGRS