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  • Title: Free-amine-directed alkenylation of C(sp2)-H and cycloamination by palladium catalysis.
    Author: Liang Z, Ju L, Xie Y, Huang L, Zhang Y.
    Journal: Chemistry; 2012 Dec 03; 18(49):15816-21. PubMed ID: 23055185.
    Abstract:
    A new protocol for the palladium-catalyzed free-amine-directed alkenylation of C(sp(2))-H bonds and cycloamination is described. Substituted biaryl-2-amines react with various alkenes, including electron-deficient alkenes, aryl alkenes and alkyl alkenes, to give the corresponding phenanthridines with exclusive regioselectivity. The use of α-branched styrenes leads to the formation of tricyclic compounds with a seven-membered amine ring. The method operates through a free-amine-directed alkenylation and a subsequent hydroamination cyclization reaction.
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