Ruthenium(II)-catalysed remote C–H alkylations as a versatile platform to meta-decorated arenes

Jie Li, Korkit Korvorapun, Suman De Sarkar, Torben Rogge, David J. Burns, Svenja Warratz and Lutz Ackermann ()
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Jie Li: Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen
Korkit Korvorapun: Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen
Suman De Sarkar: Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen
Torben Rogge: Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen
David J. Burns: Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen
Svenja Warratz: Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen
Lutz Ackermann: Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen

Nature Communications, 2017, vol. 8, issue 1, 1-8

Abstract: Abstract The full control of positional selectivity is of prime importance in C–H activation technology. Chelation assistance served as the stimulus for the development of a plethora of ortho-selective arene functionalizations. In sharp contrast, meta-selective C–H functionalizations continue to be scarce, with all ruthenium-catalysed transformations currently requiring difficult to remove or modify nitrogen-containing heterocycles. Herein, we describe a unifying concept to access a wealth of meta-decorated arenes by a unique arene ligand effect in proximity-induced ruthenium(II) C–H activation catalysis. The transformative nature of our strategy is mirrored by providing a step-economical entry to a range of meta-substituted arenes, including ketones, acids, amines and phenols—key structural motifs in crop protection, material sciences, medicinal chemistry and pharmaceutical industries.

Date: 2017
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DOI: 10.1038/ncomms15430

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