Copper-Catalyzed Thioetherification Reactions of Alkyl Halides, Triphenyltin Chloride, and Arylboronic Acids with Nitroarenes in the Presence of Sulfur Sources

Abed Rostami, Amin Rostami* and Arash Ghaderi*

*University of Kurdistan, Sanandaj 66177-15175; Hormozgan University, Bandar Abbas 71961, Iran, Email: a_rostami372yahoo.com, aghaderihormozgan.ac.ir

A. Rostami, A. Rostami, A. Ghaderi, J. Org. Chem., 2015, 80, 8694-8704.

DOI: 10.1021/acs.joc.5b01248

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Abstract

In three odorless methods for the thioarylation and thioalkylation of different nitroarenes using alkyl halides (Br, Cl), triphenyltin chloride, and arylboronic acids as the coupling partners, Na₂S₂O₃·5H₂O, S₈/KF, and S₈/NaOH systems are found to be effective sources of sulfur in the presence of copper salts. The methods offer use of green solvents, inexpensive catalysts, and user-friendly starting materials.

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Key Words

aryl sulfides, alkyl sulfides, benzyl sulfides, green chemistry

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ID: J42-Y2015