One-Pot Copper(I)-Catalyzed Ligand/Base-Free Tandem Cyclooxidative Synthesis of Quinazolinones
†Medicinal and Process Chemistry Division, ‡Sophisticated Analytical Instrument Facility, CSIR-Central Drug Research Institute (CSIR-CDRI), Sector 10, Jankipuram Extension, Sitapur Road, Lucknow-226031, India
J. Org. Chem., Article ASAP
DOI: 10.1021/acs.joc.6b00599
Publication Date (Web): May 25, 2016
Copyright © 2016 American Chemical Society
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.
The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.joc.6b00599.
- Copies of 1H and 13C NMR spectra (PDF)
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