Decarboxylative Negishi Coupling of Redox‐Active Aliphatic Esters by Cobalt Catalysis

Xu‐Ge Liu, Chu‐Jun Zhou, En‐Ze Lin, Xiang‐Lei Han, Shang‐Shi Zhang, Qingjiang Li, Honggen Wang

Angewandte Chemie International Edition · 2018 · 89 citations · 78 references

Abstract

A cobalt-catalyzed decarboxylative Negishi coupling reaction of redox-active aliphatic esters with organozinc reagents was developed. The method enabled efficient alkyl-aryl, alkyl-alkenyl, and alkyl-alkynyl coupling reactions under mild reaction conditions with no external ligand or additive needed. The success of an in situ activation protocol and the facile synthesis of the drug molecule (±)-preclamol highlight the synthetic potential of this method. Mechanistic studies indicated that a radical mechanism is involved.

References

78