Transition-metal-free aerobic C–O bond formation via C–N bond cleavage,Organic Chemistry Frontiers

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Transition-metal-free aerobic C–O bond formation via C–N bond cleavage
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2020-03-30 , DOI: 10.1039/d0qo00173b
Lirong Guo _{1,

2,

3,

4,

5} , Fengting Liu _{1,

2,

3,

4,

5} , Liying Wang _{1,

2,

3,

4,

5} , Hairui Yuan _{1,

2,

3,

4,

5} , Lei Feng _{1,

2,

3,

4,

5} , Haifeng Lu _{1,

2,

3,

4,

5} , Hongyin Gao _{1,

2,

3,

4,

5}

Affiliation

Herein, we disclosed a transition metal-free cascade protocol for the construction of 2-hydroxy-2′-amino-1,1′-biaryls that are difficult to prepare by employing conventional methods. The nucleophilic substitution of arylhydroxylamines to arylammonium salts at room temperature generates transient N,O-diarylhydroxylamines that could rapidly undergo a tandem process, including a [3,3]-sigmatropic rearrangement and rearomatization to afford NOBIN analogues.

中文翻译：

通过C–N键断裂形成无过渡金属的好氧C–O键

本文中，我们公开了用于构建2-羟基-2'-氨基-1,1'-联芳基的无过渡金属的级联方案，这些化合物难以通过常规方法制备。在室温下芳基羟胺被芳基铵盐亲核取代后，会产生短暂的N，O-二芳基羟胺，可以迅速进行串联过程，包括[3,3]σ重排和重新芳构化，得到NOBIN类似物。

更新日期：2020-03-30

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