Oxidative N-Arylation for Carbazole Synthesis by C-C Bond Activation

The Journal of Organic Chemistry
Saikat MaitiPrasenjit Mal

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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Jan 7, 2018·The Journal of Organic Chemistry·Saikat Maiti, Prasenjit Mal

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Citations

Sep 27, 2018·Beilstein Journal of Organic Chemistry·Md Toufique AlamPrasenjit Mal
Feb 27, 2019·The Journal of Organic Chemistry·Sachinta MahatoAdinath Majee
Aug 22, 2018·The Journal of Organic Chemistry·Ankita BalPrasenjit Mal
Jan 12, 2022·Chemistry : a European Journal·Takayuki IwataMitsuru Shindo

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