General and expedient synthesis of 1,4-dioxygenated xanthones

Alexander L. Nichols; Patricia Zhang; Stephen F. Martin

doi:10.1021/ol201910v

General and expedient synthesis of 1,4-dioxygenated xanthones

Alexander L. Nichols
, Patricia Zhang
, Stephen F. Martin

Chemistry

University of Texas at Austin

Research output: Contribution to journal › Article › peer-review

19 Scopus citations

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.

Original language	English
Pages (from-to)	4696-4699
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	17
DOIs	https://doi.org/10.1021/ol201910v
State	Published - Sep 2 2011

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title = "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.",

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journal = "Organic Letters",

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AU - Nichols, Alexander L.

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AU - Martin, Stephen F.

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N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/80052228905

U2 - 10.1021/ol201910v

DO - 10.1021/ol201910v

M3 - Article

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VL - 13

SP - 4696

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JO - Organic Letters

JF - Organic Letters

IS - 17

ER -

General and expedient synthesis of 1,4-dioxygenated xanthones

Abstract

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