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Synthesis of 3 H‐ Quinazolin‐4‐ones and 4 H ‐3,1‐Benzoxazin‐4‐ones via Benzylic Oxidation and Oxidative Dehydrogenation using Potassium Iodide‐ tert ‐Butyl Hydroperoxide
Author(s) -
Kumar R. Arun,
Maheswari C. Uma,
Ghantasala Satheesh,
Jyothi C.,
Reddy K. Rajender
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000580
Subject(s) - chemistry , dehydrogenation , quinazolinone , hydrogen peroxide , catalysis , iodine , potassium , combinatorial chemistry , iodide , medicinal chemistry , oxidative phosphorylation , organic chemistry , biochemistry
A simple and elegant method for benzylic activation was demonstrated employing the potassium iodide/ tert ‐butyl hydrogen peroxide catalytic system. This methodology was further extended for the synthesis of biologically important heterocycles namely, 3 H ‐quinazolin‐4‐ones and 4 H ‐3,1‐benzoxazin‐4‐ones including mecloqualone and etaqualone which are important quinazolinone‐based drugs used for the treatment of insomnia in good yields.