molecular iodine—an expedient reagent for oxidative aromatization reactions of α,β-unsaturated cyclic compounds分子iodine-an权宜之计α氧化芳构化反应试剂,β-unsaturated环状化合物.pdfVIP

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molecular iodine—an expedient reagent for oxidative aromatization reactions of α,β-unsaturated cyclic compounds分子iodine-an权宜之计α氧化芳构化反应试剂,β-unsaturated环状化合物.pdf

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molecular iodine—an expedient reagent for oxidative aromatization reactions of α,β-unsaturated cyclic compounds分子iodine-an权宜之计α氧化芳构化反应试剂,β-unsaturated环状化合物

Molecules 2009, 14, 5308-5322; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Review Molecular Iodine—An Expedient Reagent for Oxidative Aromatization Reactions of α,β-Unsaturated Cyclic Compounds Malose Jack Mphahlele Department of Chemistry, College of Science, Engineering and Technology, University of South Africa, P.O. Box 392, Pretoria 0003, South Africa; E-Mail: mphahmj@unisa.ac.za; Tel. +27-12-429-8805; Fax: +27-12-429-8549 Received: 26 November 2009; in revised form: 9 December 2009 / Accepted: 15 December 2009 / Published: 16 December 2009 Abstract: Prompted by the scant attention paid by published literature reviews to the applications of molecular iodine in oxidative aromatization reactions, we decided to review methods developed to-date involving iodine as an oxidant to promote aromatization of α,β- unsaturated cyclic compounds. Keywords: iodine; oxidative aromatization; α,β-unsaturated cyclic compounds 1. Introduction Aromatization of substituted cyclohexenones to the corresponding phenol or phenyl ether derivatives has attracted a great deal of attention for a long time. Catalytic dehydrogenation of substituted 2-cyclohexen-1-one derivatives using 5% palladium-carbon in high boiling hydrocarbon solvents, for example, previously afforded the corresponding phenolic systems in high yields [1]. Under similar reaction conditions, substituted 2-cyclohexenone derivatives were found to