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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 23, 1993 - Issue 5
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Original Articles

Regioselective Synthesis of Methyl 2,3-Dihydro-2-aryl Benzofuran-3-Carboxylates Using Thallium(III) Nitrate

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Pages 585-590 | Received 07 Sep 1993, Published online: 27 Oct 2006
 

Abstract

Flavanones (1a–d) undergo smooth ring contraction with thallium(III) nitrate in presence of perchloric acid and trimethyl orthoformate resulting in the formation of methyl 2,3-dihydro-2-arylbenzofuran-3-carboxylates (2a–d) in good yields. The mechanism of this oxidation has also been discussed.

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