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Iridium-Catalyzed Regio- and Enantioselective N-Allylation of Indoles


  • We thank the NIH for financial support of this work (NIH GM55382 to J.F.H. and GM84584 to L.M.S.) and Johnson-Matthey for gifts of iridium salts.


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Iridium is blind to C: Highly regio- and enantioselective, iridium-catalyzed N-allylations of indoles, which complement the more common reactivity of indoles as carbon nucleophiles, have been developed (see scheme). These reactions form highly enantioenriched N-allylindoles, which are readily transformed into enantioenriched 3-(1H-indol-1-yl)-N-methyl-3-aryl propan-1-amines, dihydropyrrolo[1,2-a]indoles, and indol-1-yl propanoic acids.

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