Photoredox Mediated Nickel Catalyzed Cross-Coupling of Thiols With Aryl and Heteroaryl Iodides via Thiyl Radicals
Martins S. Oderinde*, Mathieu Frenette, Daniel W. Robbins, Brian Aquila and Jeffrey W. Johannes*
*Chemistry Department (Oncology), AstraZeneca Pharmaceuticals LP, Waltham, Massachusetts 02451, United States, Email: martins.oderindeastrazeneca.com, jeffrey.johannesastrazeneca.com
M. S. Oderinde, M. Frenette, D. W. Robbins, B. Aquila, J. W. Johannes, J. Am. Chem. Soc., 2016, 138, 1760-1763.
Highly chemoselective C-S cross-couplings of aryl, benzyl, and alkyl thiols with aryl and heteroaryl iodides were achieved versus competitive C-O and C-N cross-couplings in the presence of an Ir-photoredox catalyst. The reactions exhibit remarkable functional group tolerance and can be carried out in the presence of molecular oxygen.
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