1096497-49-2Relevant academic research and scientific papers
New synthetic approach for the construction of multisubstituted 2-acyl furans by the IBX-mediated cascade oxidation/cyclization of cis-2-En-4-yn-1-ols (IBX = 2-iodoxybenzoic acid)
Du, Xiangwei,Chen, Haoyi,Liu, Yuanhong
supporting information; experimental part, p. 9495 - 9498 (2009/10/06)
A new approach for the construction of multisubstituted 2-acyl furans through cis-2-En-4-yn-1-ols (IBX=2-iodoxybenzoic acid)-mediated oxidation/cyclization in dimethyl sulfoxidse (DMSO) was developed. The results show that the introduction of an alkyl group at Cl provided a satisfactory yield of furan of 60% at 90°C. It is seen that IBX act as an electrophile to promote the cycloaddition of carbonyl group to the alkyne moiety. The furan derivatives are found to be useful synthetic intermediates for access to the compounds bearing biological activity. The studies also elucidate this reaction mechanism and extend the scope of synthetic utility of multisubstituted 2-acyl furans.
