Electrochemical Synthesis of Fluorinated Orthoesters from 1,3-Benzodioxoles

ChemistryOpen. 2019 Aug 27;8(9):1153. doi: 10.1002/open.201900254. eCollection 2019 Sep.

Abstract

Invited for this month's cover picture is the group of Professor Siegfried Waldvogel. The cover picture displays the robustness achieved by the installation of fluorinated alcohols on 1,3-benzodioxoles, protecting the obtained orthoesters against acids and bases, like the shield of a knight. The simple protocol allows access to interesting compounds, whose lipophilicity is tremendously increased by the incorporation of fluorinated groups. This makes it possible to adjust the physicochemical properties of the biologically active 1,3-benzodioxole motif. The surprisingly high stability against acids and bases gives rise to subsequent functionalizations or direct application in medicinal or agrochemistry. Read the full text of their Communication at 10.1002/open.201900127.