Rhodium(III)‐Catalyzed <i>ortho</i> Alkenylation of <i>N</i>‐Phenoxyacetamides with <i>N</i>‐Tosylhydrazones or Diazoesters through CH Activation

Fangdong Hu, Ying Xia, Fei Ye, Zhenxing Liu, Chen Ma, Yan Zhang, Jianbo Wang

Angewandte Chemie International Edition · 2013 · 243 citations · 41 references

Concepts

Abstract

A coupling reaction of N-phenoxyacetamides with N-tosylhydrazones or diazoesters through Rh(III) -catalyzed CH activation is reported. In this reaction, ortho-alkenyl phenols were obtained in good yields and with excellent regio- and stereoselectivity. Rh-carbene migratory insertion is proposed as the key step in the reaction mechanism.

References

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