Selective Iodine‐Catalyzed Intermolecular Oxidative Amination of C(sp<sup>3</sup>)H Bonds with <i>ortho</i>‐Carbonyl‐Substituted Anilines to Give Quinazolines

Yizhe Yan, Yonghui Zhang, Cheng‐Tao Feng, Zhenggen Zha, Zhiyong Wang

Angewandte Chemie International Edition · 2012 · 207 citations · 45 references

Concepts

Abstract

Access to quinazolines: The selective amination of C(sp3)H bonds adjacent to nitrogen or oxygen atoms of N-alkylamides, ethers, or alcohols with ortho-carbonyl-substituted anilines constitutes the first step in a tandem annulation that leads to quinazolines in good to excellent yields (see scheme; NIS=N-Iodosuccinimide, TBHP=tert-butyl hydroperoxide). The selectivity of the amination of primary and secondary CH bonds is also noteworthy (left: >3:1, right: >99:1). Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

References

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