Abstract
An iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation was developed. Starting from sample indols and benzeneselenols versatile biologically active 2-benzeneselenonyl-1H-indoles derivatives were efficiently synthesized. The reaction mechanism was studied by the deuterium isotope study and in situ ESI-MS experiments. This protocol features mild reaction conditions, wider substrate scope and provides an economical approach toward C(sp2)–Se bond formation.
Highlights
An iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation was developed
The reaction mechanism was studied by the deuterium isotope study and the in situ Electronic supplementary information (ESI)-MS experiments
At rst, as shown in Table 1, the reaction conditions were screened based on the model reaction of indol 1a with benzeneselenol 2a (Table 1)
Summary
An iron-catalyzed tandem reaction of C–Se bond coupling/selenosulfonation was developed. The inactive C(sp2)–H bonds were smoothly direct selenosulfonation under a moderate condition. The reaction mechanism was studied by the deuterium isotope study and the in situ ESI-MS experiments.
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