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Report | Regular issue | Vol 23, No. 4, 1985, pp.859-865
Published online, 1st January, 1970
DOI: 10.3987/R-1985-04-0859
Thallium(III) Nitrate Mediated Systhesis of Erythrinin-A, Dihydropyrano- and Pyranoisoflavones

Raghava Venkataramanna Suresh, Chandrashekarapuram Subramanyam Rukmani Iyer, and Parameswaran Ramasubramonia Iyer*

*Department of Chemistry, Indian Institute of Technology, Powai, Bombay 400 076, India


Oxidative rearrangement of dihydropyranochalcones using thallium(III) nitrate-trimethylorthoformate (TTN-TMOF) reagent followed by acid catalysed cyclization yields the corresponding dihydropyranoisoflavones in good yields. Dehydrogenation of these isoflavones gave pyranoisoflavones. Demethylation of isoflavone (7) followed by dehydrogenation gave erythrinin-A (16).