One-Pot Copper(I)-Catalyzed Ligand/Base-Free Tandem Cyclooxidative Synthesis of Quinazolinones
- 1 June 2016
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 81 (12) , 5046-5055
Abstract
A novel and efficient Cu(I)-catalyzed ligand- and base-free multipathway domino strategy has been developed for the synthesis of 2-substituted quinazolinones. The reaction utilizes 2-bromobenzamide and multiform substrates such as aldehydes, alcohols, and methyl arenes for a one-pot protocol, whereas TMSN3 is used as a nitrogen source. A wide range of substrate scope, functional group tolerance, and operational simplicity are synthetically useful features.Keywords
Funding Information
- University Grants Commission
This publication has 42 references indexed in Scilit:
- Amino Acids as the Nitrogen-Containing Motifs in Copper-Catalyzed Domino Synthesis of N-HeterocyclesThe Journal of Organic Chemistry, 2011
- Synthesis, anti-inflammatory evaluation and docking studies of some new fluorinated fused quinazolinesEuropean Journal of Medicinal Chemistry, 2010
- Copper‐Mediated Reductive Amination of Aryl Halides with Trimethylsilyl AzideChemistry – A European Journal, 2010
- Synthesis and pharmacological evaluation of some 3-phenyl-2-substituted-3H-quinazolin-4-one as analgesic, anti-inflammatory agentsBioorganic & Medicinal Chemistry, 2007
- Exploration of a New Type of Antimalarial Compounds Based on FebrifugineJournal of Medicinal Chemistry, 2006
- Mechanisms of the Aerobic Oxidation of Alcohols to Aldehydes and Ketones, Catalysed under Mild Conditions by Persistent and Non‐Persistent Nitroxyl Radicals and Transition Metal Salts − Polar, Enthalpic, and Captodative EffectsEuropean Journal of Organic Chemistry, 2003
- Synthesis and in Vitro Cytotoxic Evaluation of New Derivatives of Pyrido[1,2-a]benzimidazolic Ring System: The Pyrido[1',2':1,2]imidazo[4,5-h]quinazolines.Chemical and Pharmaceutical Bulletin, 2001
- Ingold−Fischer “Persistent Radical Effect”, Solvent Effect, and Metal Salt Oxidation of Carbon-Centered Radicals in the Synthesis of Mixed Peroxides from tert-Butyl HydroperoxideThe Journal of Organic Chemistry, 1997
- Pharmacological Activity of DC−015, a Novel Potent and Selective α1-Adrenoceptor AntagonistJournal of Pharmacy and Pharmacology, 1996
- Cyclic GMP Phosphodiesterase Inhibitors. 2. Requirement of 6-Substitution of Quinazoline Derivatives for Potent and Selective Inhibitory ActivityJournal of Medicinal Chemistry, 1994