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  • Title: Functionalization of benzylic C(sp(3))-H bonds of heteroaryl aldehydes through N-heterocyclic carbene organocatalysis.
    Author: Chen X, Yang S, Song BA, Chi YR.
    Journal: Angew Chem Int Ed Engl; 2013 Oct 11; 52(42):11134-7. PubMed ID: 24038663.
    Abstract:
    Aryl aldehyde activation: Oxidative activation of 2-methylindole-3-carboxaldehyde (I) through N-heterocyclic carbene (NHC) organocatalysis generates heterocyclic ortho-quinodimethane (II) as a key intermediate. This intermediate then undergoes formal [4+2] cycloaddition with trifluoromethyl ketones or isatins to form polycyclic lactones containing a quaternary carbon center.
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