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  • Title: Catalytic C6 functionalization of 2,3-disubstituted indoles by scandium triflate.
    Author: Liu H, Zheng C, You SL.
    Journal: J Org Chem; 2014 Feb 07; 79(3):1047-54. PubMed ID: 24410592.
    Abstract:
    We report herein an unprecedented direct catalytic C6 functionalization reaction of 2,3-disubstituted indoles with various N-Ts aziridines catalyzed by Sc(OTf)3 under mild conditions. Mechanistic studies revealed that a kinetically favored but reversible formal [3 + 2] annulation occurs initially. The direct C6 functionalization, although having a relatively higher energetic barrier, delivers the thermodynamically favorable products.
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