Palladium-catalyzed ortho alkoxylation of oxazoline derivatives: An avenue to reach meta-substituted electron-rich arenes via employing a traceless directing group

Analytical Data and Compound Numbering (in paper numbering vs. ELN entries) for the Publication entitled: "Palladium-catalyzed ortho alkoxylation of oxazoline derivatives: An avenue to reach meta-substituted electron-rich arenes via employing a traceless directing group " The paper was published on 2024-10-25 in ACS Omega DOI: 10.1021/acsomega.4c04389 Authors: Raheleh Pourkaveh, Dennis Svatunek, Michael Schnürch Funded by the Austrian Science Fund (FWF, project number P33064-N) Context and methodology An efficient and highly regioselective palladium-catalyzed oxazoline-directed alkoxylation is reported.

The reaction proceeds under air and mild temperatures (60 °C). A series of alcohols can be used as alkoxylating agents and concomitantly act as reaction solvents, whereas primary and secondary alcohols are tolerated. Furthermore, fluorinated alcohols can be applied as well, introducing pharmaceutically relevant fluorine-containing groups. 1,3-Dialkoxylated products can be further subjected to hydrolysis transforming the oxazoline-directing group to a carboxylic acid, which can be removed by decarboxylation if desired.