Copper‐Catalyzed Self‐Condensation of Benzamide: Domino Reactions towards Quinazolinones. Issue 39 (11th October 2018)

• Record Type: Journal Article
• Authors: Sayyad, Nisar; Cele, Zamani; Aleti, Rajeshwar Reddy; Bera, Milan; Cherukupalli, Srinivasulu; Chandrasekaran, Balakumar; Kushwaha, Narva Deshwar; Karpoormath, Rajshekhar
• Is Part Of: European journal of organic chemistry. Issue 39(2018)
• Page Start: 5382
• Page End: 5388
• Publication Date: 2018-10-11
• Subjects: Nitrogen heterocycles -- Domino reactions -- Synthetic methods -- Homogeneous catalysis -- Copper; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201800660
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : We herein report a simple and highly efficient microwave‐assisted, copper‐catalyzed and ligand‐free synthetic method for 2‐substituted 4(3 H )‐quinazolinones as domino reaction. This reaction proceeds via self‐condensation of substrate (2‐bromo/iodo benzamide) in the presence of a strong base and copper catalyst. The substituted quinazolinones were obtained in one‐pot reaction by intramolecular cyclization (condensation) via Ullmann–type intermediate. Both the intermediates and quinazolinones were obtained in good yield and can be further used as building blocks for developing the potential novel drug‐like compounds. Abstract : New synthetic method is developed to prepare 2‐substituted 4(3 H )‐Quinazolinone using green chemistry technique. It is oxidant and ligand‐free, copper‐catalysed self‐condensation of 2‐halobenzamide.