Mild and Efficient Synthesis of 3-Acyl-5-Hydroxybenzofurans Via Bismuth Chloride-Catalyzed Cycloaddition of Unactivated 1,4-Benzoquinones With 1,3-Dicarbonyl Compounds

A. Thirupathaiah^¹*, G. Venkateshwar Rao^² and S. Ramanna^²  

^¹Department of Chemistry, Research Center, Chaitanya Post Graduate College, Warangal -506 002 India. ^²Department of Chemistry, Kakatiya University, Warangal - 506 009 India.

ABSTRACT:

A method to prepare a variety of substituted 3-acyl-5-hydroxybenzofurans efficiently that relies on bismuth chloride-catalyzed cycloaddition of unactivated 1,4-benzoquinones with 1,3-dicarbonyl compounds is reported. The reaction was shown to be operationally straightforward and proceeds expediently under mild conditions to give the corresponding products in good to excellent yields (up to 95%) and with complete regioselectivity.

KEYWORDS:

BiCl3; cycloadiition; 1,4-benzoquinones; 1,3-dicarbonyl

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Copy the following to cite this article: Thirupathaiah A, Rao G. V, Ramanna S. Mild and Efficient Synthesis of 3-Acyl-5-Hydroxybenzofurans Via Bismuth Chloride-Catalyzed Cycloaddition of Unactivated 1,4-Benzoquinones With 1,3-Dicarbonyl Compounds. Orient J Chem 2010;26(4).

Copy the following to cite this URL: Thirupathaiah A, Rao G. V, Ramanna S. Mild and Efficient Synthesis of 3-Acyl-5-Hydroxybenzofurans Via Bismuth Chloride-Catalyzed Cycloaddition of Unactivated 1,4-Benzoquinones With 1,3-Dicarbonyl Compounds. Orient J Chem 2010;26(4). Available from: http://www.orientjchem.org/?p=24446