Switchable Synthesis of 3-Substituted 1H-Indazoles and 3,3-Disubstituted 3H-Indazole-3-phosphonates Tuned by Phosphoryl Groups
Guihua Chen, Minglin Hu and Yungui Peng*
*Key Laboratory of Applied Chemistry of Chongqing
Municipality, School of Chemistry and Chemical Engineering, Southwest
University, Chongqing 400715, P. R. China, Email: pyg
swu.edu.cn
G. Chen, M. Hu, Y. Peng, J. Org. Chem., 2018, 83, 1591-1597.
DOI: 10.1021/acs.joc.7b02857
Abstract
1,3-Dipolar cycloaddition reactions between α-substituted α-diazomethylphosphonates and arynes provide 3-alkyl/aryl-1H-indazoles and 3-alkyl/aryl-3H-indazole-3-phosphonates efficiently under simple reaction conditions. The phosphoryl group acted both as a tuning group and a traceless group.
see article for more examples
proposed mechanism
Key Words
indazoles, 1,3-dipolar cycloaddition
ID: J42-Y2018
