Electrochemical Intramolecular Oxytrifluoromethylation of -Tethered Alkenyl Alcohols: Synthesis of Functionalized Morpholines.

Org Lett

Institut de Chimie des Substances Naturelles , CNRS UPR 2301, Université Paris-Sud, Université Paris-Saclay, 1, av. de la Terrasse , Gif-sur-Yvette 91198 Cedex , France.

Published: February 2020

An electrochemical intramolecular oxytrifluoromethylation of -tethered alkenyl alcohols was developed providing straightforward access to CF-containing morpholines derivatives. The method features mild reaction conditions with direct anodic oxidation of Langlois reagent as a cheap and easy to handle trifluoromethylating reagent. Variously substituted 2-(2,2,2-trifluoroethyl)morpholines were obtained in moderate to high yields under constant current electrolysis in an undivided cell.

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http://dx.doi.org/10.1021/acs.orglett.0c00176DOI Listing

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