1072895-42-1Relevant articles and documents
A new synthetic access to furo[3,2-f]chromene analogues of an antimycobacterial
Alvey, Luke,Prado, Soizic,Huteau, Valerie,Saint-Joanis, Brigitte,Michel, Sylvie,Koch, Michel,Cole, Stewart T.,Tillequin, Francois,Janin, Yves L.
, p. 8264 - 8272 (2008)
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-methylpropene allowed the preparation of various original furo[3,2-f]chromenes derivatives. Their biological evaluation on the growth of Mycobacterium smegmatis as well as Mycobacterium tuberculosis pointed out that some analogues were four times more active than the initial hit.