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submitted on 28.12.2018 and posted on 28.12.2018by Ju Wu, Yingchao Dou, Régis Guillot, Cyrille Kouklovsky, Guillaume Vincent
We report the use of electrochemistry to perform
a direct oxidative dearomatization of indoles leading to 2,3-dialkoxy or
2,3-diazido indolines under undivided conditions at a constant current. This
operationally simple electro-oxidative procedure avoids the use of an external
oxidant and displays an excellent functional group compatibility. The formation
of the two C-O or C-N bonds is believed to arise from the oxidation of the
indoles into radical cation intermediates.