Rh<sup>III</sup>‐Catalyzed C–H Allylation of Amides and Domino Cycling Synthesis of 3,4‐Dihydroisoquinolin‐1(2<i>H</i>)‐ones with <i>N</i>‐Bromosuccinimide

Huimin Dai, Chao Yu, Changsheng Lu, Hong Yan

European Journal of Organic Chemistry · 2016 · 35 citations · 55 references

Concepts

Abstract

Abstract A Rh III ‐catalyzed C–H allylation of electron‐deficient arenes, heteroarenes, and alkenes at room temperature was developed with allyl bromide. The reaction was carried out in diethyl ether without dehydration, and C–H activation was assisted by the directing anionic nitrogen of the aniline‐derived amide. Following the allylation, a domino cycling synthesis of 3,4‐dihydroisoquinolin‐1(2 H )‐ones with N ‐bromosuccinimide (NBS) through intramolecular aminobromination of the introduced double bond was achieved.

References

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