Concepedia

Reaction of Benzyne with Salicylaldehydes: General Synthesis of Xanthenes, Xanthones, and Xanthols

Kentaro Okuma, Akiko Nojima, Nahoko Matsunaga, Kosei Shioji

Organic Letters · 2008 · 88 citations · 24 references

DOI

Concepts

Abstract

The reaction of salicylaldehydes with benzyne prepared from o-trimethylsilyphenyl triflate and CsF gave xanthenes and xanthones. When the reaction was carried out under basic conditions, 9-hydroxyxanthenes (xanthols) were obtained in good yields.

References

24

FLUORIDE-INDUCED 1,2-ELIMINATION OF <i>O</i>-TRIMETHYLSILYLPHENYL TRIFLATE TO BENZYNE UNDER MILD CONDITIONS

Yoshio Himeshima, Takaaki Sonoda, Hiroshi Kobayashi · Chemistry Letters · 1983 · 928 citations

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Synthesis of Xanthones, Thioxanthones, and Acridones by the Coupling of Arynes and Substituted Benzoates

Jian Zhao, Richard C. Larock · The Journal of Organic Chemistry · 2006 · 192 citations · Full text

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Highly Activatable and Rapidly Releasable Caged Fluorescein Derivatives

Tomonori Kobayashi, Yasuteru Urano, Mako Kamiya et al. · Journal of the American Chemical Society · 2007 · 143 citations

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Organic Reactions Catalyzed by Methylrhenium Trioxide:  Dehydration, Amination, and Disproportionation of Alcohols

Zuolin Zhu, James H. Espenson · The Journal of Organic Chemistry · 1996 · 133 citations

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A 2:1 Coupling Reaction of Arynes with Aldehydes via <i>o</i>-Quinone Methides:  Straightforward Synthesis of 9-Arylxanthenes

Hiroto Yoshida, Masahiko Watanabe, Hiroyuki Fukushima et al. · Organic Letters · 2004 · 125 citations

, , +9