Silver-Catalyzed Single-Carbon Insertion of Indoles with Acetophenone N-Triftosylhydrazones
Linxuan Li1, Hongzhu Chen1, Xiaolong Zhang1
1Department of Chemistry, Northeast Normal University, Changchun 130024, China.
Abstract:
Here, we report a silver carbene-enabled single-carbon insertion reaction of indoles via a one-pot, two-step sequence to deliver a dearomative quaternary center quinoline scaffold in a modular fashion. Specifically, we used N-triftosylhydrazones as masked donor-donor carbene precursors that facilitate the insertion of carbon atoms bearing various functional groups to the library of functionalized quinoline. Experimental and DFT evidence support the transient presence of a cyclopropane species and removal of protecting groups.
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