TY - JOUR
T1 - A modular flow design for the meta-selective C-H arylation of anilines
AU - Gemoets, H.P.L.
AU - Laudadio, G.
AU - Verstraete, K.
AU - Hessel, V.
AU - Noël, T.
N1 - © 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
PY - 2017/6/12
Y1 - 2017/6/12
N2 - 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.
AB - 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.
KW - C−H activation
KW - arylation
KW - copper
KW - flow chemistry
KW - hypervalent compounds
UR - http://www.scopus.com/inward/record.url?scp=85019602542&partnerID=8YFLogxK
U2 - 10.1002/anie.201703369
DO - 10.1002/anie.201703369
M3 - Article
C2 - 28543979
VL - 56
SP - 7161
EP - 7165
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
SN - 0570-0833
IS - 25
ER -