Metal-free intermolecular formal cycloadditions enable an orthogonal access to nitrogen heterocycles

Lan-Gui Xie, Supaporn Niyomchon, Antonio J. Mota, Leticia González and Nuno Maulide ()
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Lan-Gui Xie: Institute of Organic Chemistry, University of Vienna
Supaporn Niyomchon: Institute of Organic Chemistry, University of Vienna
Antonio J. Mota: Institute of Theoretical Chemistry, University of Vienna
Leticia González: Institute of Theoretical Chemistry, University of Vienna
Nuno Maulide: Institute of Organic Chemistry, University of Vienna

Nature Communications, 2016, vol. 7, issue 1, 1-9

Abstract: Abstract Nitrogen-containing heteroaromatic cores are ubiquitous building blocks in organic chemistry. Herein, we present a family of metal-free intermolecular formal cycloaddition reactions that enable highly selective and orthogonal access to isoquinolines and pyrimidines at will. Applications of the products are complemented by a density functional theory mechanistic analysis that pinpoints the crucial factors responsible for the selectivity observed, including stoichiometry and the nature of the heteroalkyne.

Date: 2016
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Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:7:y:2016:i:1:d:10.1038_ncomms10914

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DOI: 10.1038/ncomms10914

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