Volume 21, Issue 37
Isocyclic Compounds
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ChemInform Abstract: Synthesis of 3-Alkylcatechols via Intramolecular Cyclization.

T. MIYAKOSHI

T. MIYAKOSHI

Dep. Ind. Chem., Meiji Univ., Higashimita, Kawasakishi 214, Japan

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H. TOGASHI

H. TOGASHI

Dep. Ind. Chem., Meiji Univ., Higashimita, Kawasakishi 214, Japan

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First published: September 11, 1990

Abstract

The alkanoylfurans (III) are prepared by coupling furfural (I) with the Grignard reagents (II) followed by oxidation with MnO2.

ChemInform Abstract

The alkanoylfurans (III) are prepared by coupling furfural (I) with the Grignard reagents (II) followed by oxidation with MnO2. Electrolysis of (III) in methanol (IV) and subsequent catalytic hydrogenation gives the dimethoxy derivatives (V). These are hydrolyzed with 0.1 N HCl to form the dioxoalkanals (VI). Using 1 N HCl, cyclization occurs, producing the alkylcatechols (VII).

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