Issue 12, 2021

Metal-free access to 3-allyl-2-alkoxychromanones via phosphine-catalyzed alkoxy allylation of chromones with MBH carbonates and alcohols

Abstract

A metal-free access to 3-allyl-2-alkoxychromanones by PPh3-catalyzed alkoxy allylation of chromones with MBH carbonates and alcohols is described. This reaction is performed under mild conditions and it shows good functional group tolerance, providing a series of functionalized chromanones in moderate to high yields with excellent diastereoselectivities. Deuterium-labeling experiments to probe a possible mechanism and scale-up reaction were also conducted.

Graphical abstract: Metal-free access to 3-allyl-2-alkoxychromanones via phosphine-catalyzed alkoxy allylation of chromones with MBH carbonates and alcohols

Supplementary files

Article information

Article type
Communication
Submitted
03 Feb 2021
Accepted
02 Mar 2021
First published
03 Mar 2021

Org. Biomol. Chem., 2021,19, 2663-2667

Metal-free access to 3-allyl-2-alkoxychromanones via phosphine-catalyzed alkoxy allylation of chromones with MBH carbonates and alcohols

L. Meng, X. Chang, Z. Lin and J. (. Wang, Org. Biomol. Chem., 2021, 19, 2663 DOI: 10.1039/D1OB00215E

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