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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 22, 1992 - Issue 2
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Original Articles

Hypbrvalent Iodine Oxidation of 3-(2-Furyl)-1-(2-hydroxyaryl)prop-2-enones : Synthesis of Novel 2-(2-Furyl)-cis-3-hydroxvchromanones and Derived 3-Hydroxychromones

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Pages 327-334 | Accepted 21 Aug 1991, Published online: 23 Sep 2006
 

Abstract

The synthesis of novel 2-(2-furyl)-cis-3-hydroxychro-manones(3a-c) has been achieved from 3-(2-furyl)-1-(2-hydroxy-aryl)-2-enones (1a-c) via acid catalyzed hydrolysis of dimethylacetals (2a-c), formed by hypervalent iodine oxidation using iodobenzene diacetate in methanolic potassium hydroxide. Action of dil. alkali on 3a and 3b provides a new synthesis of 2-(2-furyl)-3-hydroxychromones (6a, 6b).

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