Para-selective Hydroxylation of Alkyl Aryl Ethers

Para-selective hydroxylation of alkyl aryl ethers is established, which processes with ruthenium(II) catalyst, hypervalent iodine(III) and trifluoroacetic anhydride via a radical mechanism. This protocol tolerates a wide scope of substrates...

Etherification of phenols by amines via transient diazonium intermediates

In this paper, the synthesis of alkyl aryl ethers from electron poor phenols and amines, using 1,3-propanedinitrite, is described. Due to the mild conditions, functionalized primary, secondary, and tertiary alkyl groups were successfully introduced, denoting a highly tolerant process that allows for unprotected alcohols and acetals. The reaction is thought to proceed through the formation of a diazonium intermediate that undergoes subsequent SN2 or SN1 reactions.

Dual ligand-promoted palladium-catalyzed nondirected C–H alkenylation of aryl ethers

This catalytic system promoted by dual ligand catalyst readily achieved the highly efficient alkenylation of alkyl aryl ethers, cyclic aryl ethers, and diphenyl oxides. Moreover, the methodology was employed for the late-stage modification of drug.

Silver-Mediated Methoxylation of Aryl C(sp2)–H Bonds Directing by DMEDA

The first example of silver-mediated phosphine-promoted methoxylation of aryl C(sp2)–H bonds with the commercially available reagent for the preparation of alkyl aryl ethers has been developed. This protocol is characterized by mild reaction conditions, broad substrate scope, and high regioselectivity.