Iodine/Manganese Dual Catalysis for Oxidative Dehydrogenation Coupling of Amines with Thiols
作者:Shengping Liu、Zaojuan Qi、Zhang Zhang、Bo Qian
DOI:10.1021/acs.orglett.9b02545
日期:2019.10.4
A novel dual catalytic system of iodine and manganese is used for the first time for oxidative dehydrogenation coupling of amines with thiols during aerobic oxidation. Sulfenamides are synthesized via this approach with moderate to high efficiencies. The mechanistic studies indicate that activated MnO2 is an electron transfer bridge for assisting iodine in completing the catalytic cycle.
The reaction of phosphonium ylides with elemental sulfur gave thioaldehydes, which changed to the corresponding thioamides in good yields when treated with amines. When thioaldehydes containing α-hydrogens were treated with secondary amines, the corresponding enamines or reduction products were obtained.