FeCl<sub>3</sub>‐Mediated Three‐Component Cascade Reaction: An Effective Approach to the Construction of Highly Functionalized Pyrrolo[1,2‐<i>c</i>]quinazolinones

Hu‐Fei Zheng, Zhi‐Hua Yu, Wei Yuan, Zilong Tang, John M. Clough, Yu‐Cheng Gu, De‐Qing Shi

Chemistry - A European Journal · 2013 · 17 citations · 94 references

Abstract

An unexpected FeCl3-mediated three-component cascade reaction has been used to construct structurally diverse pyrrolo[1,2-c]quinazolinone derivatives with potential biological activities. This method has advantages of mild conditions, simple work-up, as well as wide substrate scope, which makes it a powerful approach to the synthesis of diverse pyrrolo[1,2-c]quinazolinones. This cascade reaction involves 1,3-dipolar cycloaddition between azomethine ylides and allenoates, followed by intramolecular nucleophilic addition in the presence of FeCl3. The obtained products could be easily transformed into derivatives with the pyrrolo[2,3-c]quinazoline alkaloid skeleton.

References

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