A new synthetic access to furo [3, 2-f] chromene analogues of an antimycobacterial

L Alvey, S Prado, V Huteau, B Saint-Joanis…

Index: Alvey, Luke; Prado, Soizic; Huteau, Valerie; Saint-Joanis, Brigitte; Michel, Sylvie; Koch, Michel; Cole, Stewart T.; Tillequin, Francois; Janin, Yves L. Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 17 p. 8264 - 8272

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Citation Number: 71

Abstract

From the structure of 3, 3-dimethyl-3H-benzofuro [3, 2-f][1]-benzopyran, a selective in vitro inhibitor of mycobacterial growth, we have undertaken a structure–activity relationship investigation. We wish to report here our results on the use of [2+ 3] cycloadditions between 2-formylbenzoquinone and various enol derivatives to give various 4-formyl-5-hydroxy benzofurans. In the next step, an ytterbium triflate-catalysed reaction with 2- ...