Decarboxylative Aminomethylation of Aryl- and Vinylsulfonates through Combined Nickel- and Photoredox-Catalyzed Cross-Coupling

Lulu Fan; Jiaqi Jia; Hong Hou; Quentin Lefebvre; Magnus Rueping

doi:10.1002/chem.201604452

Decarboxylative Aminomethylation of Aryl- and Vinylsulfonates through Combined Nickel- and Photoredox-Catalyzed Cross-Coupling

Chemistry. 2016 Nov 7;22(46):16437-16440. doi: 10.1002/chem.201604452. Epub 2016 Oct 10.

Authors

Lulu Fan¹, Jiaqi Jia¹, Hong Hou¹, Quentin Lefebvre¹, Magnus Rueping^{2

3}

Affiliations

¹ Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany.
² Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany. magnus.rueping@rwth-aachen.de, magnus.rueping@Kaust.edu.sa.
³ King Abdullah University of Science and Technology (KAUST), KAUST Catalysis Center (KCC), Thuwal, 23955-6900, Saudi Arabia. magnus.rueping@rwth-aachen.de, magnus.rueping@Kaust.edu.sa.

PMID: 27661773
DOI: 10.1002/chem.201604452

Abstract

A mild approach for the decarboxylative aminomethylation of aryl sulfonates by the combination of photoredox and nickel catalysis through C-O bond cleavage is described for the first time. A wide range of aryl triflates as well as aryl mesylates, tosylates and alkenyl triflates afford the corresponding products in good to excellent yields.

Keywords: amino acids; cross-coupling; decarboxylation; nickel catalysis; photoredox catalysis.