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Construction of C-S and C-Se Bonds Mediated by Hypervalent Iodine Reagents Under Metal-free Conditions



In the past few decades, the chemistry of hypervalent iodine reagents has undergone a flourishing development in synthetic organic chemistry owing to their mild oxidative, low toxicity, air and moisture stability and environmentally benign features. A plethora of oxidative coupling reactions have been conducted using hypervalent iodine reagents as a nonmetallic oxidant. In particular, the C-S and C-Se bond forming reactions mediated by hypervalent iodine reagents have emerged as a powerful approach in the construction of S-containing and Se-containing heterocycles or building blocks. In these reactions, hypervalent iodine reagents behave as strong oxidants or electrophiles and activate the S-containing or Se-containing species to form more electrophilic cationic or radical intermediates which participate in subsequent coupling reactions. It is anticipated that this review summarizes all C–S and C-Se bonds forming reactions enabled by hypervalent iodine reagents under metal-free conditions.
