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

Autor: Ye YF; Henan Engineering Research Center of Functional Materials and Catalytic Reaction, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China., Zhang HY; Henan Engineering Research Center of Functional Materials and Catalytic Reaction, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China., Li F; Henan Engineering Research Center of Functional Materials and Catalytic Reaction, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China., Yang WW; Henan Engineering Research Center of Functional Materials and Catalytic Reaction, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China., Luo BP; Henan Engineering Research Center of Functional Materials and Catalytic Reaction, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China., Wang YB; Henan Engineering Research Center of Functional Materials and Catalytic Reaction, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2022 Sep 16; Vol. 87 (18), pp. 12132-12147. Date of Electronic Publication: 2022 Sep 05.
DOI: 10.1021/acs.joc.2c01282
Abstrakt: 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.
Databáze: MEDLINE