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Versatile and Sustainable Synthesis of Cyclic Imides from Dicarboxylic Acids and Amines by Nb2O5 as a Base‐Tolerant Heterogeneous Lewis Acid Catalyst
Authors:Md. Ayub Ali  Dr. S. M. A. Hakim Siddiki  Dr. Kenichi Kon  Prof. Junya Hasegawa  Dr. Ken‐ichi Shimizu
Affiliation:1. Catalysis Research Center, Hokkaido University, N‐21, W‐10, Sapporo 001‐0021 (Japan), Fax: (+81)?11‐706‐9163;2. Elements Strategy Initiative for Catalysis and Batteries, Kyoto University, Katsura, Kyoto 615‐8520 (Japan)
Abstract:Catalytic condensation of dicarboxylics acid and amines without excess amount of activating reagents is the most atom‐efficient but unprecedented synthetic method of cyclic imides. Here we present the first general catalytic method, proceeding selectively and efficiently in the presence of a commercial Nb2O5 as a reusable and base‐tolerant heterogeneous Lewis acid catalyst. The method is effective for the direct synthesis of pharmaceutically or industrially important cyclic imides, such as phensuximide, N‐hydroxyphthalimide (NHPI), and unsubstituted cyclic imides from dicarboxylic acid or anhydrides with amines, hydroxylamine, or ammonia.
Keywords:dicarboxylic acids  heterogeneous catalysis  imides  Lewis acids  niobium oxides
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