A Modular Flow Design for the meta‐Selective C−H Arylation of Anilines. (22nd May 2017)

• Record Type: Journal Article
• Authors: Gemoets, Hannes P. L.; Laudadio, Gabriele; Verstraete, Kirsten; Hessel, Volker; Noël, Timothy
• Is Part Of: Angewandte Chemie. Volume 129:Number 25(2017)
• Page Start: 7267
• Page End: 7271
• Publication Date: 2017-05-22
• Subjects: Arylierungen -- C-H-Aktivierung -- Flusschemie -- Hypervalente Verbindungen -- Kupfer; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201703369
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: Described herein is an effective and practical modular flow design for the meta ‐selective C−H arylation of anilines. The design consists of four continuous‐flow modules (i.e., diaryliodonium salt synthesis, meta ‐selective C−H arylation, inline copper extraction, and aniline deprotection) which can be operated either individually or consecutively to provide direct access to meta ‐arylated anilines. With a total residence time of 1 hour, the desired product could be obtained in high yield and excellent purity without the need for column chromatography, and the residual copper content meets the standards for parenterally administered pharmaceutical substances.