Tetrahedron

Synthesis of juglone derivatives: hydroxy, acetyl and ethyl substituents

H Singh, TL Folk, PJ Scheuer

Index: Singh,H. et al. Tetrahedron, 1969 , vol. 25, p. 5301 - 5310

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Citation Number: 26

Abstract

A number of hydroxyjuglones were prepared by the Thiele-Winter reaction onjuglone derivatives and by hydroxylation with ethanol-hydrochloric acid: 2-hydroxy, 3-hydroxy, 2, 7- dihydroxy, 3, 7-di-hydroxy, 6-acetyl-2-hydroxy, and 6-acetyl-3-hydroxyjuglone. By reductive acetylation of hydroxyjuglones, followed by Fries rearrangement and oxidative hydrolysis several acetyljuglones, and from them ethyljuglones by sodium borohydride reduction, ...