Efficient One-Pot Synthesis of Highly Substituted Pyridin-2(1<i>H</i>)-ones via the Vilsmeier−Haack Reaction of 1-Acetyl,1-Carbamoyl Cyclopropanes

Wei Pan, Dewen Dong, Kewei Wang, Jie Zhang, Rigenhada Wu, Dexuan Xiang, Qun Liu

Organic Letters · 2007 · 85 citations · 30 references

Concepts

Abstract

A facile and efficient one-pot synthesis of highly substituted pyridin-2(1H)-ones is developed via the Vilsmeier-Haack reaction of readily available 1-acetyl,1-carbamoyl cyclopropanes, and a mechanism involving sequential ring-opening, haloformylation, and intramolecular nucleophilic cyclization reactions is proposed.

References

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