The selective multifunctionalization of indoles by using thiosulfonates, trimethyl sulfoxonium iodide (Me3SOI), and H2O2 was studied. The reaction of thiosulfonates with Me3SOI and H2O2 produced sulfonyl radicals and an iodination reagent, both of which were incorporated in indoles to form 3-iodo-2-sulfonyl indoles under carefully controlled conditions. The related reaction mechanism and the substrate scope of 3-iodo-2-sulfonyl indoles are presented.
This study was supported by the National Research Foundation of Korea (No. 2016R1D1A1A09917100) and the Human Resources Program in Energy Technology (No. 20154010200820) of the Korea Institute of Energy Technology Evaluation and Planning (KETEP), which is funded by the Ministry of Trade, Industry and Energy, Republic of Korea.
