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Paper | Regular issue | Vol 55, No. 1, 2001, pp.91-98
Published online, 1st January, 1970
DOI: 10.3987/COM-00-9062
Synthesis of a 2,3-Dimethoxyrotenonoid

Karla-Sue C. Marriott, Mario Anderson, and Yvette A. Jackson*

*Department of Chemistry, Mona Campus, University of the West Indies, Mona, Kingston 7, Jamaica, West Indies Jamaica


Photo-Fries rearrangement of the o- fluoro ester of 3-hydroxy-6, 7-dimethoxycoumarin yielded the corresponding 3-hydroxy-4-(2-fluorobenzoyl)-coumarin which, in the presence of potassium carbonate, cyclised to the 2,3-dimethoxyrotenonoid. (1)-Benzofuran-(2, 3-c)–(6H, 12H)-(1)–benzoxepin- 6-ones underwent oxidation to the corresponding β-rotenonoids reluctantly.