Electrochemical Dearomative 2,3-Difunctionalization of Indoles [post]

Ju Wu, Yingchao Dou, Régis Guillot, Cyrille Kouklovsky, Guillaume Vincent
2018 unpublished
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.
doi:10.26434/chemrxiv.7528370 fatcat:ptugqsqbw5b35kq3m4xmanm7te