The Journal of organic chemistry

Synthesis of xanthones, thioxanthones, and acridones by the coupling of arynes and substituted benzoates

J Zhao, RC Larock

Index: Zhao, Jian; Larock, Richard C. Journal of Organic Chemistry, 2007 , vol. 72, # 2 p. 583 - 588

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Citation Number: 129

Abstract

The reaction of silylaryl triflates, CsF, and ortho-heteroatom-substituted benzoates affords a general and efficient way to prepare biologically interesting xanthones, thioxanthones, and acridones. This chemistry presumably proceeds by a tandem intermolecular nucleophilic coupling of the benzoate with an aryne and a subsequent intramolecular electrophilic cyclization.