Base-Promoted Divergent Annulation of Conjugated Ynones and Methyl 2-(Cyanomethyl)benzoates to Access 1-Naphthols and Xanthones.

Ya-Fang Ye, Hui-Ying Zhang, Feng Li, Wan-Wan Yang, Ben-Pu Luo, Yan-Bo Wang

The Journal of organic chemistry 2022 Sep 16

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A facile and efficient base-mediated divergent annulation of methyl 2-(cyanomethyl)benzoates and conjugated ynones has been described. A broad range of 1-naphthols and xanthones were formed in moderate to excellent yields. The notable features of this protocol include readily available precursors, broad substrate scope, complete regioselectivity, and substrate-controlled divergent synthesis. The gram-scale preparation and synthetic transformations of the resulting 1-naphthols and xanthones demonstrate their utility.

Citation

Ya-Fang Ye, Hui-Ying Zhang, Feng Li, Wan-Wan Yang, Ben-Pu Luo, Yan-Bo Wang. Base-Promoted Divergent Annulation of Conjugated Ynones and Methyl 2-(Cyanomethyl)benzoates to Access 1-Naphthols and Xanthones. The Journal of organic chemistry. 2022 Sep 16;87(18):12132-12147