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Rh(III)-Catalyzed C(7)-H Alkylation of Quinolines in the Synthesis of Angular π-Extended Pyrroloquinolines for Single-Component White-Light Emission.

Nandkishor Prakash KhotParitosh MahatoSajeev T KSaptarshi MukherjeeManmohan Kapur
Published in: Organic letters (2022)
Reported herein is a sustainable approach for a regioselective, Rh(III)-catalyzed C(7)-H alkylation of 8-aminoquinolines via metal carbene migratory insertion. This transformation displays a high functional group tolerance and exquisite site selectivity to afford the C-7 alkylated products. These products are derivatized to afford π-extended angular pyrroloquinolines, one of which ( 4h ) shows white-light emission (WLE) with CIE coordinates (0.26, 0.34). An excellent cell viability and in vivo cellular imaging substantiate the nontoxic nature of these compounds.
Keyphrases
  • room temperature
  • high resolution
  • solid state
  • fluorescence imaging