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Aluminum Chloride Mediated Reactions of N-Alkylated Tosylhydrazones and Terminal Alkynes: A Regioselective Approach to 1,3,5-Trisubstituted Pyrazoles

Meng Tang*, Yun Wang, Hu Wang, Yuanfang Kong

*School of Pharmacy, Lanzhou University, Lanzhou 730000, P. R. of China, Email: tangmenglzu.edu.cn

M. Tang, Y. Wang, H. Wang, Y. Kong, Synthesis, 2016, 48, 3065-3076.

DOI: 10.1055/s-0035-1561646


Abstract

Aluminum chloride mediated reactions of N-alkylated tosylhydrazones and terminal alkynes provide a series of 1,3,5-trisubstituted pyrazoles in very good yields with complete regioselectivity. The protocol is applied to a wide range of substrates and demonstrates excellent functional group tolerance.

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Key Words

aluminum chloride, tosylhydrazones, alkynes, pyrazoles, regioselectivity


ID: J66-Y2016