ol6b02413_si_002.pdf (7.53 MB)
Visible-Light-Induced Cascade Reaction of Isocyanides and N‑Arylacrylamides with Diphenylphosphine Oxide via Radical C–P and C–C Bond Formation
journal contribution
posted on 2016-09-28, 16:05 authored by Chun-Xiao Li, De-Shuang Tu, Rui Yao, Hong Yan, Chang-Sheng LuAn 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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Iroxidantseriesroom temperaturemolK 2 S 2 O 8yielddtbpyDiphenylphosphine OxideModerateCsFVisible-Light-Induced Cascade ReactionFormationacceptortypeIsocyanidetandemformationcatalystdiphenylphosphine oxidephotoredox-mediatedBondindolin -2-onesRadicalphenanthridinephosphorylationCs 2 CO 3Arylacrylamideisoquinolinebond
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