Metal-free intermolecular formal cycloadditions enable an orthogonal access to nitrogen heterocycles
Lan-Gui Xie1, Supaporn Niyomchon1, Antonio J Mota2
1Institute of Organic Chemistry, University of Vienna, Währinger Strasse 38, 1090 Vienna, Austria.
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.
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