Metal triflates catalyzed efficient synthesis of 3,4-dihydro-2H-1-benzopyrans

Yadav, Jhillu S. ; Subba Reddy, Basi V. ; Aruna, M. ; Venugopal, Chenna ; Ramalingam, T. ; Kiran Kumar, S. ; Kunwar, Ajit C. (2002) Metal triflates catalyzed efficient synthesis of 3,4-dihydro-2H-1-benzopyrans Journal of the Chemical Society, Perkin Transactions 1 (2). pp. 165-171. ISSN 0300-922X

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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/2002...

Related URL: http://dx.doi.org/10.1039/B109538M

Abstract

Ytterbium triflate efficiently catalyzes an unusual cyclization of o-hydroxybenzaldehydes with 2,3-dihydrofuran and 3,4-dihydro-2H-pyran in the presence of trimethyl orthoformate at ambient temperature to afford a new class of compounds, furo- and pyrano[2,3-b]benzopyrans in excellent yields with high diastereoselectivity. Also, o-hydroxybenzaldehydes reacted smoothly with acetophenones in the presence of a catalytic amount of scandium triflate under similar reaction conditions to give the corresponding 2,4-dialkoxy-2-aryl-3,4-dihydro-2H-1-benzopyrans in high yields.

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry.
ID Code:64495
Deposited On:08 Oct 2011 12:33
Last Modified:18 May 2016 12:54

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