Organic Chemistry Portal



An Iodide-Mediated Transition-Metal-Free Strategy towards Unsymmetrical Diaryl Sulfides via Arylhydrazines and Thiols

Farnaz Jafarpour*, Mohammad Asadpour, Meysam Azizzade, Mehran Ghasemi, Saideh Rajai-Daryasarei

*School of Chemistry, College of Science, University of Tehran, P.O. Box 14155-6455, Tehran, Iran, Email:

F. Jafarpour, M. Asadpour, M. Azizzade, M. Ghasemi, S. Rajai-Daryasarei, Synthesis, 2020, 52, 727-734.

DOI: 10.1055/s-0039-1690757


A mild, scalable iodine-mediated oxidative cross-coupling reaction of arylhydrazines and thiols enables the construction of thioethers (sulfides) in the absence of any transition metals or photocatalysts. A variety of unsymmetrical diaryl sulfides with broad substrate scope both on thiols and hydrazines were synthesized in high yields in water at room temperature.

see article for more examples

Key Words

aryl sulfides, TBHP, catalysis, iodine, metal-free, thioethers, vortioxetine

ID: J66-Y2020