Substrate-Controlled Pentafluorosulfanylation of Activated Alkenes Containing the Benzimidazole Moiety with SF5Cl
Xinqiang Tan1, Yuezhen Li1, Shijie Liu2
1School of Basic Medical Sciences, Xinxiang Medical University, Xinxiang, Henan 453003, P. R. China.
Abstract:
We report herein a method of substrate-controlled pentafluorosulfanylation of activated alkenes containing the benzimidazole moiety with SF5Cl, which provides a highly efficient way to access SF5-containing benzo[4,5]imidazole[2,1-a]isoquinolin-6(5H)-ones, as well as SF5-containing N-benzoyl benzimidazoles. Besides the pentafluorosulfanyl group (-SF5), the current method can be applied to the tetrafluorosulfanyl group (-SF4-) incorporation. A radical mechanism involving single electron transfer (SET) or the atom transfer radical addition (ATRA) process is proposed.
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