Literature DB >> 25225033

Versatile and sustainable synthesis of cyclic imides from dicarboxylic acids and amines by Nb2O5 as a base-tolerant heterogeneous Lewis acid catalyst.

Md Ayub Ali1, S M A Hakim Siddiki, Kenichi Kon, Junya Hasegawa, Ken-Ichi Shimizu.   

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 Nb2 O5 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.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Lewis acids; dicarboxylic acids; heterogeneous catalysis; imides; niobium oxides

Mesh:

Substances:

Year:  2014        PMID: 25225033     DOI: 10.1002/chem.201404538

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  5 in total

1.  Radical-mediated dehydrative preparation of cyclic imides using (NH4)2S2O8-DMSO: application to the synthesis of vernakalant.

Authors:  Dnyaneshwar N Garad; Subhash D Tanpure; Santosh B Mhaske
Journal:  Beilstein J Org Chem       Date:  2015-06-12       Impact factor: 2.883

2.  Combined experimental and computational study of Al2O3 catalyzed transamidation of secondary amides with amines.

Authors:  Md Ayub Ali; Ashutosh Nath; Md Midul Islam; Sharmin Binte Shaheed; Ifat Nur Dibbo
Journal:  RSC Adv       Date:  2022-04-11       Impact factor: 3.361

3.  Synthesis and Structural Study of Amidrazone Derived Pyrrole-2,5-Dione Derivatives: Potential Anti-Inflammatory Agents.

Authors:  Renata Paprocka; Leszek Pazderski; Liliana Mazur; Małgorzata Wiese-Szadkowska; Jolanta Kutkowska; Michalina Nowak; Anna Helmin-Basa
Journal:  Molecules       Date:  2022-04-30       Impact factor: 4.411

4.  Origin of Nb2 O5 Lewis Acid Catalysis for Activation of Carboxylic Acids in the Presence of a Hard Base.

Authors:  Pussana Hirunsit; Takashi Toyao; S M A Hakim Siddiki; Kenichi Shimizu; Masahiro Ehara
Journal:  Chemphyschem       Date:  2018-09-03       Impact factor: 3.102

5.  Heterogeneous Catalytic Oxidation of Amides to Imides by Manganese Oxides.

Authors:  Sourav Biswas; Harshul S Khanna; Quddus A Nizami; Donald R Caldwell; Katherine T Cavanaugh; Amy R Howell; Sumathy Raman; Steven L Suib; Partha Nandi
Journal:  Sci Rep       Date:  2018-09-11       Impact factor: 4.379

  5 in total

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