NHC-catalyzed oxidative γ-addition of α,β-unsaturated aldehydes to isatins: a high-efficiency synthesis of spirocyclic oxindole-dihydropyranones

Rui Liu, Chenxia Yu, Zhaoxin Xiao, Tuanjie Li, Xiang‐Shan Wang, Yuanwei Xie, Changsheng Yao

Organic & Biomolecular Chemistry · 2014 · 54 citations · 53 references

Concepts

Abstract

This manuscript discloses an efficient construction of the spirocyclic oxindole-dihydropyranone scaffold via the N-heterocyclic carbene (NHC)-catalyzed oxidative γ-functionalization of α,β-unsaturated aldehydes bearing γ-H with isatin derivatives. The ready availability of the starting materials, easy work-up, mild reaction conditions and the potential utilization value of the products make this strategy attractive.

References

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