Efficient two-step synthesis of 9-aryl-6-hydroxy-3 H-xanthen-3-one fluorophores

…, AM Kearney, DL Van Vranken

Index: Bacci, James P.; Kearney, Aaron M.; Van Vranken, David L. Journal of Organic Chemistry, 2005 , vol. 70, # 22 p. 9051 - 9053

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Citation Number: 37

Abstract

A two-step method for the synthesis of 9-aryl-6-hydroxy-3 H-xanthen-3-one fluorophores involving condensation of aryl aldehydes and fluororesorcinol is shown to proceed through a triarylmethane intermediate. The condensation is complicated by retro-Friedel-Crafts reactions which can be minimized by controlling the amount of acid. The xanthenone ring system is prepared by a final oxidative cyclization with DDQ.