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A Modular Flow Design for the meta ‐Selective C−H Arylation of Anilines
Author(s) -
Gemoets Hannes P. L.,
Laudadio Gabriele,
Verstraete Kirsten,
Hessel Volker,
Noël Timothy
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201703369
Subject(s) - aniline , chemistry , modular design , yield (engineering) , extraction (chemistry) , combinatorial chemistry , chromatography , organic chemistry , computer science , materials science , metallurgy , operating system
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.