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Visible-Light-Induced Cascade Reaction of Isocyanides and N‑Arylacrylamides with Diphenylphosphine Oxide via Radical C–P and C–C Bond Formation

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posted on 2016-09-28, 16:05 authored by Chun-Xiao Li, De-Shuang Tu, Rui Yao, Hong Yan, Chang-Sheng Lu
An effective photoredox-mediated tandem phosphorylation/cyclization reaction of diphenylphosphine oxide with three types of radical acceptors leads to P­(O)­Ph2-containing phenanthridines, isoquinolines, and indolin-2-ones by formation of both C–P and C–C bonds. [Ir­(ppy)2(dtbpy)]­PF6 (1 mol %) was used as the catalyst, CsF or Cs2CO3 as the base, and K2S2O8 as the oxidant. A series of functional groups can be tolerated at room temperature. Moderate to good yields were generated.

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