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Issue 16, 2014
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Palladium catalyzed N–H bond insertion and intramolecular cyclization cascade: the divergent synthesis of heterocyclics

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Abstract

The palladium catalyzed carbenoid based N–H insertion and electronic effect controlled 5-exo-trig or 6-endo-trig mode Heck cyclization in one-pot has been realized for ortho-iodoanilines, in which PdCl2 was used as the single palladium resource. The corresponding indoles and quinolines were obtained respectively. However, for ortho-triflateanilines, base promoted cyclization is preferred and the lactones were obtained.

Graphical abstract: Palladium catalyzed N–H bond insertion and intramolecular cyclization cascade: the divergent synthesis of heterocyclics

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Publication details

The article was received on 01 Jan 2014, accepted on 21 Feb 2014 and first published on 21 Feb 2014


Article type: Communication
DOI: 10.1039/C4OB00001C
Citation: Org. Biomol. Chem., 2014,12, 2533-2537
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    Palladium catalyzed N–H bond insertion and intramolecular cyclization cascade: the divergent synthesis of heterocyclics

    D. Ding, G. Liu, G. Xu, J. Li, G. Wang and J. Sun, Org. Biomol. Chem., 2014, 12, 2533
    DOI: 10.1039/C4OB00001C

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