Practical Metal‐Free C(sp<sup>3</sup>)H Functionalization: Construction of Structurally Diverse α‐Substituted <i>N</i>‐Benzyl and <i>N</i>‐Allyl Carbamates

Zhiyu Xie, Lei Liu, Wenfang Chen, Hongbo Zheng, Qingqing Xu, Huiqing Yuan, Hong‐Xiang Lou

Angewandte Chemie International Edition · 2014 · 123 citations · 58 references

Concepts

Abstract

Described is a practical and universal CH functionalization of readily removable N-benzyl and N-allyl carbamates, with a wide range of nucleophiles at ambient temperature promoted by Ph3 CClO4 . The metal-free reaction has an excellent functional-group tolerance, and displays a broad scope with respect to both N-carbamates and nucleophile partners (a variety of organoboranes and CH compounds). The synthetic utility in target- as well as diversity-oriented syntheses is demonstrated.

References

58