Assembly of <i>N</i>,<i>N</i>-Disubstituted Hydrazines and 1-Aryl-1<i>H</i>-indazoles via Copper-Catalyzed Coupling Reactions

Xiaodong Xiong, Yongwen Jiang, Dawei Ma

Organic Letters · 2012 · 127 citations · 44 references

Concepts

Abstract

CuI-catalyzed coupling of N-acyl-N'-substituted hydrazines with aryl iodides takes place at 60-90 °C to afford N-acyl-N',N'-disubstituted hydrazines regioselectively and thereby gives a facile method for assembling N,N-diaryl hydrazines. N-Acyl-N'-substituted hydrazines can also react with 2-bromoarylcarbonylic compounds at 60-125 °C under the catalysis of CuI/4-hydroxy-l-proline to provide 1-aryl-1H-indazoles.

References

44