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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 7, 1977 - Issue 5
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Original Articles

Anodic Addition Reactions of 1, 5-Dimethoxy- and 1,4,5-Trimethoxynaphthalenes. A Convenient Synthesis of Methoxyjuglone

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Pages 333-337 | Received 08 Apr 1977, Published online: 23 Oct 2006

References

  • Fry , A. J. 1972 . Synthetic Organic Electrochemistry , 286 – 304 . New York, NY : Harper and Row .
  • Ross , S. D. , Finkelstein , M. and Rudd , E. F. 1975 . Anodic Oxidation , New York, NY : Academic Press .
  • Thomson , R. H. , Race , E. and Rowe , F. M. 1947 . J. Chem. Soc. , : 350 For previous synthetic routes to methoxyjuglone see: a);
  • Tiel , T. 1947 . Helv. , 30 : 816
  • Griffiths , J. , Chu , K. Y. and Hawkins , C. 1976 . J. C. S. Chem. Comm. , : 676
  • Basu , S. , Crouse , D. , Liu , A. , Tobin , P. , Wheeler , D. S. and Wheeler , M. M. Abst. 173rd ACS National Meeting, New Orleans, Organic Chemistry Paper 175
  • Papouchado , L. , Petrie , G. , Sharp , J. H. and Adams , R. N. 1968 . J. Amer. Chem. Soc. , 90 : 5620 The oxidation of 1, 5-dihydroxynaphthalene to juglone in unspecified yield at controlled potential in perchloric acid has been reported.
  • Zweig , A. , Maurer , A. H. and Roberts , B. G. 1967 . J. Org. Chem. , 32 : 1322 For a study of the polarographic oxidation and reduction potential of substituted naphthalenes see.
  • Manning , M. J. , Henton , D. R. and Swenton , J. S. Tetrahedron Letters , Anodic oxidation of 1, 4-dimethoxynaphthalenes affords naphthoquinone bisketals in good yield: (in press).
  • Weinberg , N. L. and Belleau , B. 1973 . Tetrahedron , 29 : 280 For a specific case see.
  • Manning , M. J. , Raynolds , P. W. and Swenton , J. S. 1976 . J. Amer. Chem. Soc. , 98 : 5008 Electrolyses were conducted as described previously:.

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