Ruthenium(II)-catalyzed intermolecular synthesis of 2-arylindolines through C–H activation/ oxidative cyclization cascade

Manna, Manash Kumar and Bhunia, Samir Kumar and Jana, Ranjan (2017) Ruthenium(II)-catalyzed intermolecular synthesis of 2-arylindolines through C–H activation/ oxidative cyclization cascade. Chemical Communications, 53 (51). pp. 6906-6909.

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    Abstract

    Herein, we report a ruthenium-catalyzed 1,2-carboamination through C–H activation for the synthesis of 2-arylindolines from readily available, inexpensive, protected anilines and vinyl arenes. In earlier reports, indoline synthesis through C–H activation was demonstrated using sterically or electronically biased olefins suppressing b-hydride elimination. However, in the present protocol a ruthenium(II)-catalyzed indoline synthesis via interrupted Heck-type manifold with unbiased styrenes is demonstrated. Mechanistically, the reaction proceeds through pyrimidine directed electrophilic ortho metalation, alkene insertion, amine coordination, and reductive elimination to construct the indoline nucleus

    Item Type: Article
    URI: http://www.eprints.iicb.res.in/id/eprint/2711
    Subjects: Chemistry
    Divisions: Indian Institute of Chemical Biology
    Depositing User: Ms Sutapa Ganguly
    Date Deposited: 04 Aug 2017 11:09
    Last Modified: 04 Aug 2017 11:09
    Official URL: http://dx.doi.org/10.1039/C7CC03053C
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