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Controllable synthesis of 3-iodo-2H-quinolizin-2-ones and 1,3-diiodo-2H-quinolizin-2-ones via electrophilic cyclization of azacyclic ynones

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Abstract

An effective electrophilic annulation reaction of azacyclic ynones was reported, divergently affording various functionalized 3-iodo-2H-quinolizin-2-ones and 1,3-diiodo-2H-quinolizin-2-ones in moderate to excellent yields with different iodide reagents. This reaction shows high regioselectivity and broad substrate scope under metal-free, room temperature conditions in air. In addition, the products with highly active C–I bonds have an opportunity for further functionalization.

Graphical abstract: Controllable synthesis of 3-iodo-2H-quinolizin-2-ones and 1,3-diiodo-2H-quinolizin-2-ones via electrophilic cyclization of azacyclic ynones

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Publication details

The article was received on 12 Aug 2019, accepted on 16 Sep 2019 and first published on 16 Sep 2019


Article type: Communication
DOI: 10.1039/C9CC06250E
Chem. Commun., 2019, Advance Article

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    Controllable synthesis of 3-iodo-2H-quinolizin-2-ones and 1,3-diiodo-2H-quinolizin-2-ones via electrophilic cyclization of azacyclic ynones

    W. Yang, J. Zhang, L. Chen, J. Fu, J. Zhu and Y. Wang, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC06250E

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