Regioselective deoxygenative chalcogenation of 7-azindole N-oxides promoted by I2/PEG-200
Shanshan Liu1, Heng Yang, Lin-Yu Jiao
1Shaanxi Key Laboratory of Chemical Additives for Industry, College of Chemistry and Chemical Engineering, Shaanxi University of Science and Technology, Xi'an, Shaanxi 710021, P. R. China. shanshanliu@sust.edu.cn yangxf@sust.edu.cn.
Abstract:
We developed a general and sustainable approach for the regioselective deoxygenative chalcogenation of 7-azindole N-oxides; the combination of an internal oxidant and a green solvent has been used successfully for the synthesis of mono- and dichalcogenyl 7-azaindoles which are of pharmaceutical interest. The regioselectivity is tunable by the variation of the reaction conditions. I2/PEG was established as an efficient and reusable catalytic system for C-H chalcogenation. This developed methodology has great potential for practical utility, with a broad substrate scope, green reaction conditions, and operational simplicity.
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