Oxidative N-Arylation for Carbazole Synthesis by C-C Bond Activation
Saikat Maiti1, Anima Bose1, Prasenjit Mal1
1School of Chemical Sciences , National Institute of Science Education and Research (NISER), HBNI , Bhubaneswar, P.O. Bhimpur-Padanpur, Via Jatni , District Khurda , Odisha 752050 , India.
Abstract:
Activation of strong C-C σ-bonds is quite challenging. We report here an intramolecular oxidative N-arylation method of biarylsulfonamides via cleavage of C-C bonds toward synthesis of heterocycle carbazoles. The stability of generated carbocations could control the reactivity of a nitrenium ion for the C-N bond formations at the ipso-carbon via a retro-Friedel-Crafts-type reaction using hypervalent iodine(III) reagent PhI(OAc)2.
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