Selective Synthesis of 5-Alkylated and 5-Alkenylated Chromones via Catalytic C-H Coupling of Chromones with Allyl Alcohols

Herein, we describe two types of C5 functionalization reactions of chromones with allyl alcohols. Diverse 5-substituted chromones can be produced by modulating the catalysts in these reactions: Rh(III) results in the formation of 5-alkylated chromones, and Ru(II) furnishes 5-alkenylated products. We also achieve further functionalizations of these 5-substituted chromones, which demonstrates the superiority of this method. Notable features of these new methods include readily available precursors, tunable reactivity, exclusive C5-selectivity, and easy derivatization of products.

Automated summary

This study describes two types of C5 functionalization reactions of chromones with allyl alcohols, resulting in diverse 5-substituted chromones by modulating the catalysts. Further functionalizations of these 5-substituted chromones were achieved, demonstrating the superiority of this method. Notable features of these new methods include readily available precursors, tunable reactivity, exclusive C5-selectivity, and easy derivatization of products.