Metal-Free C-H [5 + 1] Carbonylation of 2-Alkenyl/Pyrrolylanilines Using Dioxazolones as Carbonylating Reagents
Jiang Nan*, Pu Chen, Xue Gong, Yan Hu, Qiong Ma, Bo Wang and Yangmin Ma
*College of Chemistry and Chemical Engineering, Shaanxi University of Science and Technology, Xi'an 710021, China,
Email: nanjiang
sust.edu.cn
J. Nan, P. Chen, X. Gong, Y. Hu, Q. Ma, B. Wang, Y. Ma, Org. Lett., 2021, 23, 3761-3766.
DOI: 10.1021/acs.orglett.1c01147
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Abstract
A metal-free CH [5 + 1] carbonylative annulation of 2-alkenyl/pyrrolylanilines with dioxazolones as carbonylating reagents provides privileged quinolinones and pyrrolyl-fused quinoxalinones. This process features exceedingly simple operation and tolerates both vinyl and aryl substrates. Formation of an isocyanate intermediate plays a crucial role in the carbonylation annulation.
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proposed mechanism
Key Words
ID: J54-Y2021
