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Copper‐Catalyzed Self‐Condensation of Benzamide: Domino Reactions towards Quinazolinones
Author(s) -
Sayyad Nisar,
Cele Zamani,
Aleti Rajeshwar Reddy,
Bera Milan,
Cherukupalli Srinivasulu,
Chandrasekaran Balakumar,
Kushwaha Narva Deshwar,
Karpoormath Rajshekhar
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800660
Subject(s) - benzamide , chemistry , intramolecular force , catalysis , domino , combinatorial chemistry , copper , condensation reaction , cascade reaction , yield (engineering) , ullmann reaction , ligand (biochemistry) , organic chemistry , receptor , biochemistry , materials science , metallurgy
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.