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Rapid access to 3-aminoindazoles from nitriles with hydrazines: a strategy to overcome the basicity barrier imparted by hydrazines

Chunyan Zhang, Haowen Zhao, Zehua Li, Zuyu Liang, Shuo Qi, Mingyu Cai, Sheng Zhang, Xiaofei Jia, Guoying Zhang, Mao‐Lin Hu

2020Chemical Communications23 citationsDOI

Abstract

A practical and efficient base mediated synthesis of free 3-aminoindazoles has been developed from the reaction of nitriles with hydrazines, which successfully overcomes the difficulty of using aromatic hydrazines as substrates and allows for the synthesis of a wide range of N-aryl substituted free 3-aminoindazoles in moderate to excellent yields under mild conditions in one-pot. This finding provides a rapid and useful strategy for the synthesis of various functionalized 3-aminoindazole derivatives.

Topics & Concepts

ChemistryCombinatorial chemistryArylReaction conditionsBase (topology)Organic chemistryCatalysisMathematicsAlkylMathematical analysisCatalytic C–H Functionalization MethodsClick Chemistry and ApplicationsChemical Synthesis and Analysis