Issue 84, 2019

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

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

Supplementary files

Article information

Article type
Communication
Submitted
12 Aug 2019
Accepted
16 Sep 2019
First published
16 Sep 2019

Chem. Commun., 2019,55, 12607-12610

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, 55, 12607 DOI: 10.1039/C9CC06250E

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