Electro-oxidative C(sp2)–H/O–H cross-dehydrogenative coupling of phenols and tertiary anilines for diaryl ether formation. Issue 11 (4th May 2021)

• Record Type: Journal Article
• Authors: Tang, Hongyang; Smolders, Simon; Li, Yun; De Vos, Dirk; Vercammen, Jannick
• Is Part Of: Catalysis science & technology. Volume 11:Issue 11(2021)
• Page Start: 3925
• Page End: 3930
• Publication Date: 2021-05-04
• Subjects: Catalysis -- Periodicals; 541.395
• DOI: 10.1039/d1cy00186h
• Languages: English
• ISSNs: 2044-4753

Abstract

Abstract : The selective electrochemical oxidation of tertiary anilines in the presence of phenolic reactants leads to diaryl ether products. Abstract : The formation of diaryl ethers is generally achieved via transition metal catalyzed etherification reactions (Ullmann, Chan–Lam, Buchwald–Hartwig) with prefunctionalized aryl halide substrates at elevated temperatures. Herein, we report a protocol for electrochemical C(sp 2 )–H/O–H cross-dehydrogenative coupling of phenols and tertiary anilines to synthesize diaryl ethers. The C(sp 2 ) H/O–H coupling product can be obtained under metal- and oxidant-free conditions at room temperature in moderate to excellent yield (up to 83% yield) with high regioselectivity (>99% for para -substitution) and with a broad substrate scope (22 examples).