Cross-Coupling of Sodium Sulfinates with Aryl, Heteroaryl, and Vinyl Halides by Nickel/Photoredox Dual Catalysis

Huifeng Yue; Chen Zhu; Magnus Rueping

doi:10.1002/anie.201711104

Cross-Coupling of Sodium Sulfinates with Aryl, Heteroaryl, and Vinyl Halides by Nickel/Photoredox Dual Catalysis

Angew Chem Int Ed Engl. 2018 Jan 26;57(5):1371-1375. doi: 10.1002/anie.201711104. Epub 2018 Jan 5.

Authors

Huifeng Yue¹, Chen Zhu¹, Magnus Rueping^{1

2}

Affiliations

¹ Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany.
² King Abdullah University of Science and Technology (KAUST), KAUST Catalysis Center (KCC), Thuwal, 23955-6900, Saudi Arabia.

Abstract

An efficient photoredox/nickel catalyzed sulfonylation reaction of aryl, heteroaryl, and vinyl halides has been achieved for the first time. This newly developed sulfonylation protocol provides a versatile method for the synthesis of diverse aromatic sulfones at room temperature and shows excellent functional group tolerance. The electrophilic coupling partners are not limited to aryl, heteroaryl, and vinyl bromides and iodides, but also includes less reactive aryl chlorides as suitable substrates for this transformation.

Keywords: aryl halides; cross-coupling; nickel; photochemistry; sulfone.

Publication types

Research Support, Non-U.S. Gov't

Grants and funding

617044/ERC_/European Research Council/International