American Chemical Society
jo0c02694_si_001.pdf (2.83 MB)

Formation and Disproportionation of Xanthenols to Xanthenes and Xanthones and Their Use in Synthesis

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journal contribution
posted on 2021-01-05, 23:44 authored by Zeyu Shi, Si Chen, Qiong Xiao, Dali Yin
A facile and versatile strategy employing TiCl4-mediated cyclization followed by a Cannizzaro reaction has been developed for the synthesis of various xanthene derivatives. The reaction proceeded smoothly to afford both xanthenes/xanthones or their sulfur derivatives and tolerated a wide range of electronically diverse substrates. Using this methodology, pranoprofen was synthesized in three steps in 59% overall yield from commercially available starting materials.