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General and expedient synthesis of 1,4-dioxygenated xanthones.

ABSTRACT: A facile entry to 1,4-dioxygenated xanthones having a variety of substitution patterns and substituents was developed that features a novel application of the Moore cyclization using substrates that were readily assembled in a highly convergent fashion by an acetylide stitching process. The practical utility of the methodology was demonstrated by an efficient synthesis of a naturally occurring xanthone and correction of the structure of dulcisxanthone C.

SUBMITTER: Nichols AL

PROVIDER: S-EPMC3163007 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature

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General and expedient synthesis of 1,4-dioxygenated xanthones.

Nichols Alexander L AL Zhang Patricia P Martin Stephen F SF

Organic letters 20110803 17

A facile entry to 1,4-dioxygenated xanthones having a variety of substitution patterns and substituents was developed that features a novel application of the Moore cyclization using substrates that were readily assembled in a highly convergent fashion by an acetylide stitching process. The practical utility of the methodology was demonstrated by an efficient synthesis of a naturally occurring xanthone and correction of the structure of dulcisxanthone C. ...[more]

PMID: 21812455

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