63807-86-3Relevant articles and documents
SYNTHESIS OF ERYTHRININ A, A NATURALLY OCCURING PYRANOISOFLAVONE
Suresh, R. V.,Iyer, C. S. Rukmani,Iyer, P. R.
, p. 2479 - 2482 (2007/10/02)
Erythrinin A (10) has been synthesised by the oxidative rearrangement of dihydropyranochalcone 1 with thallium(III)nitrate (TTN) in trimethyl orthoformate (TMOF) to the dimethyl acetal 2, followed by cyclisation to 3, demethylation to 6 and dehydrogenation.Compound 10 could also be obtained from chalcone 4 on similar rearrangement followed by cyclisation, demethoxymethylation and dehydrogenation.In another route, chalcone 7 was oxidatively rearranged with TTN in TMOF, to 8 which on treatment with HCl yielded 10.
THALLIUM(III) NITRATE MEDIATED SYNTHESIS OF ERYTHRININ-A, DIHYDROPYRANO- AND PYRANOISOFLAVONES
Suresh, Raghava Venkataramanna,Iyer, Chandrashekarapuram Subraman.,Iyer, Parameswaran Ramasubramonia
, p. 859 - 865 (2007/10/02)
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).