- Electrochemical Oxidation of Aromatic Ethers. Part 11. The Synthesis of Phenanthropyrrolidines
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7a,8-Dihydro-3,10,11-trimethoxyphenanthrofuran-2,7(5H)dione (5), obtained by electrochemical oxidation of 6,7-dimethoxy-4-(3,4-dimethoxybenzyl)isochroman-3-one, has been converted by reduction, treatment with propylamine, and further reduction into 2,3,4,5,6,7a,8,12b-octahydro-3,10,11-trimethoxy-6-propyl-1H-phenanthropyrrol-2ol (12).Anodic oxidation of 6,7-dimethoxy-4-(3,4-dimethoxyphenethyl)isochroman-3-one (18) affords 8,9-dihydro-2,11,12-trimethoxybenzonaphthopyran-3,7(5H,7aH)dione (26) which on reaction with methylamine yields 4a,5,7,8-tetrahydro-4a-hydroxymethyl-2,10,11-trimethoxy-5-methylnaphthindole-3,6(4H,6aH)dione.
- Bird, Paul,Black, Gerald G.,Lloyd, Helen,Sainsbury, Malcolm,Scopes, David I. C.
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p. 1197 - 1202
(2007/10/02)
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