Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 27th March 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 0, 1966
Previous Article Next Article

Studies in the xanthone series. Part VIII. An unambiguous synthesis of jacareubin

Abstract

An unambiguous synthesis of jacareubin has been effected by following a plausible biogenetic route. Phenol oxidative coupling of maclurin gave 1,3,6,7-tetrahydroxyxanthone but 1,3,5,6-tetrahydroxyxanthone was obtained by a more conventional method. Introduction of a 3,3-dimethylallyl side-chain into the 2-position of 1-hydroxy-3,5,6-trimethoxyxanthone, followed by methylation and treatment with hydriodic acid, gave dihydro-jacareubin which was dehydrogenated to yield jacareubin.

Back to tab navigation

Article type: Paper
DOI: 10.1039/J39660000175
Citation: J. Chem. Soc. C, 1966,0, 175-178

  •   Request permissions

    Studies in the xanthone series. Part VIII. An unambiguous synthesis of jacareubin

    A. Jefferson and F. Scheinmann, J. Chem. Soc. C, 1966, 0, 175
    DOI: 10.1039/J39660000175

Search articles by author

Spotlight

Advertisements