Aslam, Shazia N., Stevenson, Philip C. ORCID: https://orcid.org/0000-0002-0736-3619, Phythian, Sara J., Veitch, Nigel C. and Hall, David R. ORCID: https://orcid.org/0000-0002-7887-466X (2006) Synthesis of cicerfuran, an antifungal benzofuran, and some related analogues. Tetrahedron, 62 (17). pp. 4214-4226. ISSN 0040-4020 (doi:10.1016/j.tet.2006.02.015)

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Abstract

Routes were investigated for the synthesis of cicerfuran, a hydroxylated benzofuran from wild chickpea implicated in resistance to Fusarium wilt, and some of its analogues. A novel method is described for the synthesis of oxygenated benzofurans by epoxidation and cyclisation of 20-hydroxystilbenes. The stilbene intermediates required could be synthesised by palladium-catalysed coupling of styrenes with mono-oxygenated aryl halides but not with di-oxygenated aryl halides. Stilbenes corresponding to the latter were synthesised by Wittig reactions

Item Type:	Article
Uncontrolled Keywords:	Cicerfuran, Arylbenzofuran, palladium-catalysed coupling, Wittig reaction
Subjects:	S Agriculture > S Agriculture (General) Q Science > Q Science (General) Q Science > QD Chemistry S Agriculture > SB Plant culture
Faculty / School / Research Centre / Research Group:	Faculty of Engineering & Science > Natural Resources Institute Faculty of Engineering & Science > Natural Resources Institute > Agriculture, Health & Environment Department
Related URLs:	Publisher Organisation Organisation
Last Modified:	29 Jan 2020 13:30
URI:	http://gala.gre.ac.uk/id/eprint/3158

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